Updated on 2026/03/18

写真a

 
MINAMI ATSUSHI
 
Organization
School of Science Professor
Title
Professor
Homepage
https://minami-isct.labby.jp/
External link

Degree

  • 博士（理学） ( 東京工業大学 )

Research Interests

  • 酵素機能デザイン

  • 環境調和

  • バイオ合成

  • 生物活性天然物

  • 生合成

Research Areas

  • Nanotechnology/Materials / Chemistry and chemical methodology of biomolecules

  • Life Science / Bioorganic chemistry

Education

  • Tokyo Institute of Technology   Graduate School of Science and Engineering   Department of Chemistry

    2002.4 - 2007.3

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  • Tokyo Institute of Technology   School of Science   Dept. of Chemistry

    1998.4 - 2002.3

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Research History

  • Institute of Science Tokyo   Professor

    2024.10

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  • Tokyo Institute of Technology   Professor

    2024.4 - 2024.9

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  • Hokkaido University   Associate Professor

    2015.7 - 2024.3

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  • Hokkaido University   Assistant Professor

    2008.4 - 2015.6

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  • Toyama Prefectural University

    2007.4 - 2008.3

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Professional Memberships

  • THE CHEMICAL SOCIETY OF JAPAN

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  • JAPAN SOCIETY FOR BIOSCIENCE, BIOTECHNOLOGY, AND AGROCHEMISTRY

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Papers

  • Structure-guided switching of carbocation quenching in sesquiterpene synthases for accessing aromadendrane and guaiane frameworks Reviewed

    Atsushi Suwa, Shusuke Sato, Atsushi Minami

    Bulletin of the Chemical Society of Japan   2026.3

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    Authorship：Corresponding author   Publishing type：Research paper (scientific journal)  

    DOI： 10.1093/bulcsj/uoag032

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  • Predicting protein complexes in biosynthetic gene clusters

    Yoshitaka Moriwaki, Taro Shiraishi, Yohei Katsuyama, Kenichi Matsuda, Toyoyuki Ose, Atsushi Minami, Hideaki Oikawa, Tomohisa Kuzuyama, Ryuichiro Ishitani, Tohru Terada

    2025.10

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  • Thermolides D and E: Total Synthesis and Stereochemical Revision. Reviewed International journal

    Wenquan Peng, Feipeng Han, Junyang Liu, Chenqi Wang, Atsushi Minami, Hideaki Oikawa, Yian Guo, Tao Ye

    Organic letters   27 ( 30 )   8183 - 8188   2025.8

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    Language：English   Publishing type：Research paper (scientific journal)  

    Using stereochemical insights and synthetic chemistry principles, we successfully achieved the total synthesis of two diastereomers of thermolide D, as well as the proposed structure of thermolide E. By comparing their NMR spectra and demonstrating coelution of the synthetic and natural products on a semipreparative HPLC column, we confirmed the correct structures of thermolides D and E. Additionally, the stereochemical approach used in this study provides a reliable framework for future structural determinations of fungal-derived polyketides.

    DOI： 10.1021/acs.orglett.5c01326

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  • Isolation and Identification of Xanthone, Benzofuran, and Spirolactone Derivatives from Dinemasporium parastrigosum KT4144 and Their Plausible Biosynthetic Pathways. Reviewed International journal

    Kosei Kirisawa, Shusuke Sato, Atsushi Minami, Hayato Maeda, Kazuaki Tanaka, Masaru Hashimoto

    Journal of natural products   2025.5

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    Language：English   Publishing type：Research paper (scientific journal)  

    The structurally distinct dinemaxanthones A (1) and B (2), dinemafuran (3), and dinemaspirone (4) were isolated from the fungus Dinemasporium parastrigosum KT4144. Their structures were elucidated primarily through spectroscopic analyses and validated via NMR chemical shift calculations. These analyses revealed that while the density functional theory (DFT) functional ωB97X-D, which has previously yielded reliable results, tends to overestimate van der Waals interactions in highly conformationally flexible compounds, leading to increased chemical shift deviations between the calculated and experimental data. In contrast, the more traditional B3LYP functional more accurately reproduced their conformational distributions, yielding more preferable results. Additionally, electron circular dichroism (ECD) spectral computations established the absolute configurations of 1-4. Structural characterization indicated that these metabolites belong to the xanthone family of fungal natural products. Genome sequence analysis of the producer strain provided insights into their biosynthetic origins, suggesting a pathway from the common intermediate monodictyphenone (6) to compounds 1-4.

    DOI： 10.1021/acs.jnatprod.5c00376

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  • A fungal transcription factor converts a beneficial root endophyte into an anthracnose leaf pathogen. Reviewed International journal

    Ren Ujimatsu, Junya Takino, Seishiro Aoki, Masami Nakamura, Hiromi Haba, Atsushi Minami, Kei Hiruma

    Current biology : CB   35 ( 9 )   1989 - 2005   2025.5

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    Language：English   Publishing type：Research paper (scientific journal)  

    Plant-associated fungi exhibit diverse lifestyles. Fungal endophytes are resident inside plant tissue without showing any disease symptoms for at least a part of their life cycle, and some of them benefit plant growth and health. However, some can cause diseases in specific host environments or genotypes, implying a virulence mechanism, which may be induced by as-yet-unidentified regulatory factors in fungal endophytes. Here, we show that CtBOT6, a transcription factor encoded within a secondary metabolite gene cluster known as the abscisic acid (ABA)-botrydial gene (ABA-BOT) cluster in the root-associated fungus Colletotrichum tofieldiae, triggers virulence-related gene expression and drives the production of diverse metabolites encoded both within and outside the cluster. CtBOT6 overexpression is sufficient to shift a root-beneficial C. tofieldiae to a leaf pathogen, driving its transition along the mutualist-pathogen continuum. Our genetic analysis revealed that the ABA-BOT cluster is indispensable for fungal virulence caused by CtBOT6 activation, implying that compounds derived from the cluster affect these processes. Furthermore, transcriptome analysis of root colonization by C.tofieldiae strains overexpressing CtBOT6 revealed that the pathogenic state induced plant defense and senescence responses characteristic of necrotrophic interactions. Importantly, this state enabled the fungus to proliferate and reproduce in leaves, in addition to heavily colonizing roots, with these processes being partly dependent on the host ABA and ethylene pathways. Our findings indicate that the expression status of CtBOT6 serves as a critical determinant for the endophytic fungus to adapt to the different plant tissues and to manifest diverse infection strategies.

    DOI： 10.1016/j.cub.2025.03.026

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  • Chain-length preference of trans-acting enoylreductases involved in the biosynthesis of fungal polyhydroxy polyketides Reviewed

    Yuichiro Takekawa, Junya Takino, Shusuke Sato, Hideaki Oikawa, Toyoyuki Ose, Atsushi Minami

    Biochemical and Biophysical Research Communications   761   151737 - 151737   2025.5

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    Authorship：Last author,　Corresponding author   Publishing type：Research paper (scientific journal)   Publisher：Elsevier BV  

    DOI： 10.1016/j.bbrc.2025.151737

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  • Biochemistry and Chemoinformatics Guided Classification of Hirsutane Sesquiterpenes Isolated from Mushroom. Reviewed International journal

    Yaping Liu, Jumpei Nishishita, Chengwei Liu, Hideaki Oikawa, Atsushi Minami

    JACS Au   5 ( 2 )   740 - 746   2025.2

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    Authorship：Last author,　Corresponding author   Language：English   Publishing type：Research paper (scientific journal)  

    Hirsutanes are mushroom-derived sesquiterpenes with a characteristic 5-5-5 tricyclic ring skeleton. To date, more than 70 derivatives have been isolated from nature. In this study, we applied heterologous expression, in vitro enzymatic reactions, and biotransformation to characterize the function of nine enzymes involved in the synthesis of anhydroarthrosporone and six novel hirsutanes. The elucidated biosynthesis involves oxidative modifications of the A-ring followed by structural diversification of the B- and C-rings. Most importantly, biosynthetic pathways provide crucial insights into the classification and organization of isolated hirsutanes. We successfully classified 69 natural hirsutanes into three groups based on their A-ring modification patterns. Our classification covered 92% of the natural hirsutanes. A comprehensive understanding of their biosynthesis will provide opportunities to isolate structurally diverse hirsutanes using genetic engineering techniques.

    DOI： 10.1021/jacsau.4c00983

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  • Versatile filamentous fungal host highly-producing heterologous natural products developed by genome editing-mediated engineering of multiple metabolic pathways. Reviewed International journal

    Naoya Saito, Takuya Katayama, Atsushi Minami, Hideaki Oikawa, Jun-Ichi Maruyama

    Communications biology   7 ( 1 )   1263 - 1263   2024.10

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    Language：English   Publishing type：Research paper (scientific journal)  

    Natural secondary metabolites are medically, agriculturally, and industrially beneficial to humans. For mass production, a heterologous production system is required, and various metabolic engineering trials have been reported in Escherichia coli and Saccharomyces cerevisiae to increase their production levels. Recently, filamentous fungi, especially Aspergillus oryzae, have been expected to be excellent hosts for the heterologous production of natural products; however, large-scale metabolic engineering has hardly been reported. Here, we elucidated candidate metabolic pathways to be modified for increased model terpene production by RNA-seq and metabolome analyses in A. oryzae and selected pathways such as ethanol fermentation, cytosolic acetyl-CoA production from citrate, and the mevalonate pathway. We performed metabolic modifications targeting these pathways using CRISPR/Cas9 genome editing and demonstrated their effectiveness in heterologous terpene production. Finally, a strain containing 13 metabolic modifications was generated, which showed enhanced heterologous production of pleuromutilin (8.5-fold), aphidicolin (65.6-fold), and ophiobolin C (28.5-fold) compared to the unmodified A. oryzae strain. Therefore, the strain generated by engineering multiple metabolic pathways can be employed as a versatile highly-producing host for a wide variety of terpenes.

    DOI： 10.1038/s42003-024-06958-0

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  • Subcellular compartmentalized localization of transmembrane proteins essential for production of fungal cyclic peptide cyclochlorotine. Reviewed International journal

    Takuya Katayama, Yulu Jiang, Taro Ozaki, Hideaki Oikawa, Atsushi Minami, Jun-Ichi Maruyama

    Bioscience, biotechnology, and biochemistry   2024.9

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    Authorship：Corresponding author   Language：English   Publishing type：Research paper (scientific journal)  

    Fungal biosynthetic gene clusters often include genes encoding transmembrane proteins, which have been mostly thought to be transporters exporting the products. However, there is little knowledge about subcellular compartmentalization of transmembrane proteins essential for biosynthesis. Fungal mycotoxin cyclochlorotine is synthesized by non-ribosomal peptide synthetase, which is followed by modifications with three transmembrane UstYa-family proteins. Heterologous expression in Aspergillus oryzae revealed that total biosynthesis of cyclochlorotine requires additional two transporter proteins. Here, we investigated subcellular localizations of the five transmembrane proteins under heterologous expression in A. oryzae. Enhanced green fluorescent protein (EGFP) fusions to the transmembrane proteins, which were confirmed to normally function in cyclochlorotine production, were expressed together with organellar markers. All the transmembrane proteins exhibited localizations commonly in line of the trans-Golgi, endosomes, and vacuoles. This study suggests that subcellular compartmentalization of UstYa family proteins and transporters allows corporative functions of delivering intermediates and subsequent modifications, completing cyclochlorotine biosynthesis.

    DOI： 10.1093/bbb/zbae122

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  • Bioinformatics-Guided Reconstitution of Biosynthetic Machineries of Fungal Eremophilane Sesquiterpenes. Reviewed International journal

    Yoshiro Sato, Xinge Shi, Ying Ye, Saori Domon, Junya Takino, Taro Ozaki, Chengwei Liu, Hideaki Oikawa, Atsushi Minami

    ACS chemical biology   2024.4

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    Authorship：Last author,　Corresponding author   Language：English   Publishing type：Research paper (scientific journal)  

    Eremophilanes exhibit diverse biological activities and chemical structures. This study reports the bioinformatics-guided reconstitution of the biosynthetic machinery of fungal eremophilanes, eremofortin C and sporogen-AO1, to elucidate their biosynthetic pathways. Their biosyntheses include P450-catalyzed multistep oxidation and enzyme-catalyzed isomerization by the DUF3237 family protein. Successful characterization of six P450s enabled us to discuss the functions of eremophilane P450s in putative eremophilane biosynthetic gene clusters, providing opportunities to understand the oxidative modification pathways of fungal eremophilanes.

    DOI： 10.1021/acschembio.4c00040

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  • Controlled Chemical Construction in Nature: Unified Biogenesis Accounting for Synthesis of Fungal Dimeric Anhydrides Invited Reviewed

    Atsushi Minami

    Bulletin of the Chemical Society of Japan   96 ( 11 )   1216 - 1223   2023.9

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    Authorship：Lead author,　Corresponding author   Publishing type：Research paper (scientific journal)   Publisher：Oxford University Press (OUP)  

    Abstract

    Controlled chemical construction is a characteristic feature of enzymes in the synthesis of structurally complicated natural products. One of the most representative examples of such a construction is dimerization for the synthesis of fungal dimeric anhydrides (FDAs). The initial biosynthetic proposal for the synthesis of FDAs was reported in 1965. Subsequently, nearly half a century later, unified biogenesis for the synthesis of structurally diverse FDAs was proposed through the identification and mechanistic analysis of the dimerization enzyme. This review presents an overview of the dimerization mechanism and discusses the structural diversification strategy of nature.

    DOI： 10.1246/bcsj.20230187

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  • A fungal sesquiterpene biosynthesis gene cluster critical for mutualist-pathogen transition in Colletotrichum tofieldiae. Reviewed International journal

    Kei Hiruma, Seishiro Aoki, Junya Takino, Takeshi Higa, Yuniar Devi Utami, Akito Shiina, Masanori Okamoto, Masami Nakamura, Nanami Kawamura, Yoshihiro Ohmori, Ryohei Sugita, Keitaro Tanoi, Toyozo Sato, Hideaki Oikawa, Atsushi Minami, Wataru Iwasaki, Yusuke Saijo

    Nature communications   14 ( 1 )   5288 - 5288   2023.9

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    Language：English   Publishing type：Research paper (scientific journal)  

    Plant-associated fungi show diverse lifestyles from pathogenic to mutualistic to the host; however, the principles and mechanisms through which they shift the lifestyles require elucidation. The root fungus Colletotrichum tofieldiae (Ct) promotes Arabidopsis thaliana growth under phosphate limiting conditions. Here we describe a Ct strain, designated Ct3, that severely inhibits plant growth. Ct3 pathogenesis occurs through activation of host abscisic acid pathways via a fungal secondary metabolism gene cluster related to the biosynthesis of sesquiterpene metabolites, including botrydial. Cluster activation during root infection suppresses host nutrient uptake-related genes and changes mineral contents, suggesting a role in manipulating host nutrition state. Conversely, disruption or environmental suppression of the cluster renders Ct3 beneficial for plant growth, in a manner dependent on host phosphate starvation response regulators. Our findings indicate that a fungal metabolism cluster provides a means by which infectious fungi modulate lifestyles along the parasitic-mutualistic continuum in fluctuating environments.

    DOI： 10.1038/s41467-023-40867-w

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  • Total Biosynthesis of Melleolides from Basidiomycota Fungi: Mechanistic Analysis of the Multi-Functional GMC Oxidase Mld7. Reviewed International journal

    Mitsunori Fukaya, Shota Nagamine, Taro Ozaki, Yaping Liu, Miina Ozeki, Taro Matsuyama, Kazunori Miyamoto, Hirokazu Kawagishi, Masanobu Uchiyama, Hideaki Oikawa, Atsushi Minami

    Angewandte Chemie (International ed. in English)   e202308881   2023.8

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    Authorship：Last author,　Corresponding author   Language：English   Publishing type：Research paper (scientific journal)  

    Mushroom terpenoids are biologically and chemically diverse fungal metabolites. Among them, melleolides are representative sesquiterpenoids with a characteristic protoilludane skeleton. In this study, we applied a recently established hot spot knock-in method to elucidate the biosynthetic pathway leading to 1a-hydroxymelleolide. The biosynthesis of the sesquiterpene core involves the cytochrome P450 catalyzing stepwise hydroxylation on the D6-protoilludene framework and a stereochemical inversion process at the C5 position catalyzed by short-chain dehydrogenase/reductase family proteins. The highlight on the biosynthesis is that the flavoprotein Mld7 catalyzes an oxidation triggered double bond shift accompanying dehydration and acyl group assisted substitution with two different nucleophiles at the C6 position to afford the D7-protoilludene derivatives such as melleolide and armillarivin. The complex reaction mechanism was proposed by density functional theory (DFT) calculations. Of particularly importance is that product distribution is regulated by the interaction with cell membrane. This proposed biosynthetic pathway provides an opportunity to understand the structural diversification mechanisms of melleolides and protoilludane sesquiterpenes.

    DOI： 10.1002/anie.202308881

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  • Oxidative bicyclic ring system formation involving indole diterpene biosynthesis: Remarkable substrate tolerance of a prenyltransferase and flavoprotein oxidase Reviewed

    Yaping Liu, Taro Ozaki, Atsushi Minami, Hideaki Oikawa

    Tetrahedron Letters   2023.1

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    DOI： 10.1016/j.tetlet.2023.154374

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  • Recent advances in the biosynthesis of ribosomally synthesized and posttranslationally modified peptides of fungal origin. Reviewed International journal

    Taro Ozaki, Atsushi Minami, Hideaki Oikawa

    The Journal of antibiotics   2022.11

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    Ribosomally synthesized and posttranslationally modified peptides (RiPPs) are growing class of natural products with potent biological activities. Although the core scaffolds of RiPPs are composed of proteinogenic amino acids, remarkable structural diversity is generated through posttranslational modifications (PTMs) of precursor peptides. In addition, ribosomal origin of biosynthetic precursors enables supply of its analogs through genetic approach such as site-directed mutagenesis on corresponding genes. As PTM enzymes often exhibit substrate tolerance, RiPP biosynthetic machineries are considered as efficient tools for generation of unique peptide derivatives. RiPP pathways are distributed among all domains of life and those derived from bacteria and plants have been known for decades. In contrast, fungal RiPPs (F-RiPPs) have fewer examples. Amatoxins and omphalotins are F-RiPPs produced by Basidiomycota fungi. In the biosynthesis of these compounds, macrocyclization by prolyl oligopeptidase homologs and N-methylations of back bone amides have been characterized, respectively. Ustiloxins and related compounds are another group of F-RiPPs with characteristic macrocyclic ethers. UstYa family proteins, which are fungi-specific putative oxidases, have been identified as common proteins involved in PTMs of these compounds. Despite a limited number of characterized examples, recent progress in sequencing of fungal genomes indicated that a number of RiPP pathways are hidden in fungal resources, making F-RiPPs as attractive target for genome mining studies while more detailed understandings of key biosynthetic enzymes are still necessary. This review seeks to describe recent advances on the F-RiPP biosynthesis with slight emphasis on the function of UstYa family proteins.

    DOI： 10.1038/s41429-022-00576-w

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  • Elucidation of Late-Stage Biosynthesis of Phomoidride: Proposal of Cyclization Mechanism Affording Characteristic Nine-Membered Ring of Fungal Dimeric Anhydride. Reviewed International journal

    Shintaro Yamamoto, Taro Matsuyama, Taro Ozaki, Junya Takino, Hajime Sato, Masanobu Uchiyama, Atsushi Minami, Hideaki Oikawa

    Journal of the American Chemical Society   144 ( 46 )   20998 - 21004   2022.11

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    Antihypercholesterolemic agent phomoidride (PMD) B has a highly elaborated bicyclo[4.3.1]deca-1,6-diene core scaffold derived from dimeric anhydride with a nine-membered ring. This report elucidated the late stage transformation from an anhydride monomer to PMD B through the heterologous expression of three enzyme genes, TstC, TstK, and TstE. Additional in vitro studies of TstK and TstE provided evidence on the formation of PMD via dimerization, three-step oxidation, and unusual methylation-triggered bicyclic ketal formation. Elucidation of the function of cyclase TstC prompts us to examine the cyclization mechanism of TstC by using a computational approach. Computational analytical data on PMD and structurally related glaucanic acid indicated that the initial decarboxylation of monomer results in enolate and subsequent double Michael reactions of another monomer, followed by an optional aldol reaction proceeding in an endo-selective manner to give cycloadducts, supporting the fact that the starting orientation of two monomers is directly transferred to the product configurations.

    DOI： 10.1021/jacs.2c09308

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  • Biosynthesis of indole diterpenes: a reconstitution approach in a heterologous host. Reviewed International journal

    Taro Ozaki, Atsushi Minami, Hideaki Oikawa

    Natural product reports   2022.11

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    Covering: 2013 to 2022In this review, we provide an overview elucidating the biosynthetic pathway and heterologous production of fungal indole diterpenes (IDTs). Based on the studies of six IDT biosynthesis, we extracted nature's strategy: (1) two-stage synthesis for the core scaffold and platform intermediates, and (2) late-stage modifications for installing an additional cyclic system on the indole ring. Herein, we describe reconstitution studies applying this strategy to the synthesis of highly elaborated IDTs. We also discuss its potential for future biosynthetic engineering.

    DOI： 10.1039/d2np00031h

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  • Structure and biosynthesis of the ribosomal lipopeptide antibiotic albopeptins. Reviewed International journal

    Hideaki Oikawa, Yusuke Mizunoue, Takemichi Nakamura, Eri Fukushi, Jiang Yulu, Taro Ozaki, Atsushi Minami

    Bioscience, biotechnology, and biochemistry   86 ( 6 )   717 - 723   2022.5

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    Albopeptins produced by Streptomyces albofaciens JC-82-120 were isolated as effective antibiotics for plant pathogenetic disease in 1986. However, their unusual physicochemical properties hampered the determination of their chemical structures. In this report, we describe our efforts to elucidate their structures. Initially, the structure of an unusual C13-fatty acid with an N-hydroxyguanidyl group was determined using degradation and chemical synthesis. After the linear portion of the octapeptide core was constructed based on the 2D-NMR data, the final assembly of the unusual structure, including the sulfoxide bridge, was achieved through the analysis of detailed NMR data. The proposed structure of albopeptin B was supported by MS/MS data, which also enabled us to determine the structure of 5 albopeptin family members. Bioinformatics analysis of the genomic data of the producer strain further led us to propose that their biosynthetic pathway is similar to the ribosomally derived lanthipeptides possessing a long-chain fatty acid.

    DOI： 10.1093/bbb/zbac039

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  • Biosynthetic machineries of anthraquinones and bisanthraquinones in Talaromyces islandicus. Reviewed International journal

    Mitsunori Fukaya, Taro Ozaki, Atsushi Minami, Hideaki Oikawa

    Bioscience, biotechnology, and biochemistry   86 ( 4 )   435 - 443   2022.3

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    Authorship：Corresponding author   Language：English   Publishing type：Research paper (scientific journal)  

    Talaromyces islandicus is a unique fungus that produces more than 20 numbers of anthraquinones (AQs) and their dimeric natural products, bisanthraquinones (BQs). These compounds share a 9,10-anthracenedione core derived from emodin. The biosynthetic pathway of emodin has been firmly established, while that of other AQs and BQs is still unclear. In this study, we identified the biosynthetic gene clusters for chrysophanol and skyrin. The function of key modification enzymes was examined by performing biotransformation experiments and in vitro enzymatic reactions with emodin and its derivatives, allowing us to propose a mechanism for the modification reactions. The present study provides insight into the biosynthesis of AQs and BQs in T. islandicus.

    DOI： 10.1093/bbb/zbac009

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  • Heterologous expression of a polyketide synthase ACRTS2 in Aspergillus oryzae produces host-selective ACR toxins: coproduction of minor metabolites. Reviewed International journal

    Akari Kotani, Taro Ozaki, Junya Takino, Susumu Mochizuki, Kazuya Akimitsu, Atsushi Minami, Hideaki Oikawa

    Bioscience, biotechnology, and biochemistry   86 ( 3 )   287 - 293   2022.2

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    Authorship：Corresponding author   Language：English   Publishing type：Research paper (scientific journal)  

    Previously, we succeeded to produce the core structure of the host-selective ACR toxin (1) on brown leaf spot on rough lemon when the polyketide synthase ACRTS2 gene was heterologously expressed in Aspergillus oryzae (AO). To confirm the production of 1 in AO, the detection limit and suppressing decarboxylation were improved, and these efforts led us to conclude the direct production of 1 instead of its decarboxylation product. During this examination, minor ACR-toxin-related metabolites were found. Their structure determination enabled us to propose a decarboxylation mechanism and a novel branching route forming byproducts from the coupling of the dihydropyrone moiety of 1 with the acetaldehyde and kojic acid abundant in AO. The involvement of putative cyclase ACRTS3 in the chain release of linear polyketide was excluded by the coexpression analysis of ACRTS2 and ACRTS3. Taken together, we concluded that the production of 1 in AO is solely responsible for ACRTS2.

    DOI： 10.1093/bbb/zbab214

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  • Biosynthetic Studies of Phomopsins Unveil Posttranslational Installation of Dehydroamino Acids by UstYa Family Proteins. Reviewed International journal

    Hideaki Oikawa, Kaho Sogahata, Taro Ozaki, Yuya Igarashi, Yuka Naganuma, Chengwei Liu, Atsushi Minami

    Angewandte Chemie (International ed. in English)   2021.10

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    Authorship：Corresponding author   Language：English   Publishing type：Research paper (scientific journal)  

    UstYa family proteins (DUF3328) are widely and specifically distributed in fungi. They are known to be involved in the biosynthesis of ribosomally synthesized and posttranslationally modified peptides (RiPPs) and nonribosomal peptides, and possibly catalyze various reactions, including oxidative cyclization and chlorination. In this study, we focused on phomopsin A, a fungal RiPP consisting of unique nonproteinogenic amino acids. Gene knockout experiments demonstrated that three UstYa homologues, phomYc , phomYd , and phomYe , are essential for the desaturation of amino acid moieties, showing unprecedented function among UstYa family proteins. Sequence similarity network analysis indicated that their amino acid sequences are highly diverged, and that most remain uncharacterized, paving the way for genome mining of fungal metabolites with unique modifications.

    DOI： 10.1002/anie.202111076

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  • Biochemistry-Guided Prediction of the Absolute Configuration of Fungal Reduced Polyketides. Reviewed International coauthorship International journal

    Junya Takino, Akari Kotani, Taro Ozaki, Wenquan Peng, Jie Yu, Yian Guo, Susumu Mochizuki, Kazuya Akimitsu, Masaru Hashimoto, Tao Ye, Atsushi Minami, Hideaki Oikawa

    Angewandte Chemie (International ed. in English)   60 ( 43 )   23403 - 23411   2021.8

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    Authorship：Corresponding author   Language：English   Publishing type：Research paper (scientific journal)  

    Highly reducing polyketide synthases (HR-PKSs) produce structurally diverse polyketides (PKs). The PK diversity is constructed by a variety of factors, including the β-keto processing, chain length, methylation pattern, and relative and absolute configurations of the substituents. We examined the stereochemical course of the PK processing for the synthesis of polyhydroxy PKs such as phialotides, phomenoic acid, and ACR-toxin. Heterologous expression of a HR-PKS gene, a trans-acting enoylreductase gene, and a truncated non-ribosomal peptide synthetase gene resulted in the formation of a linear PK with multiple stereogenic centers. The absolute configurations of the stereogenic centers were determined by chemical degradation followed by comparison of the degradation products with synthetic standards. A stereochemical rule was proposed to explain the absolute configurations of other reduced PKs and highlights an error in the absolute configurations of a reported structure. The present work demonstrates that focused functional analysis of functionally related HR-PKSs leads to a better understanding of the stereochemical course.

    DOI： 10.1002/anie.202110658

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  • Genome-Based Discovery of Enantiomeric Pentacyclic Sesterterpenes Catalyzed by Fungal Bifunctional Terpene Synthases. Reviewed International coauthorship International journal

    Lan Jiang, Xue Zhang, Yuya Sato, Guoliang Zhu, Atsushi Minami, Weiyan Zhang, Taro Ozaki, Bin Zhu, Zhixin Wang, Xinye Wang, Kangjie Lv, Jingyu Zhang, Yongheng Wang, Shushan Gao, Chengwei Liu, Tom Hsiang, Lixin Zhang, Hideaki Oikawa, Xueting Liu

    Organic letters   23 ( 12 )   4645 - 4650   2021.6

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    Language：English   Publishing type：Research paper (scientific journal)  

    Genome-based discovery of two previously unreported fungal bifunctional terpene synthases (BFTSs) from phytopathogenic fungi are reported: FoFS catalyzing the formation of fusoxypenes A-C (1-3) and (-)-astellatene (4) and AtAS capable of synthesizing preaspterpenacid I (6). Interestingly, FoFS and AtAS catalyzed the formation of enantiomeric sesterterpenes with a 5-6-7-3-5 ring system. C22-oxidative modification of preaspterpenacid I by AtP450 was characterized as well. Plausible cyclization pathways of the fusoxypenes were illustrated by DFT calculations.

    DOI： 10.1021/acs.orglett.1c01361

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  • Biosynthesis of Cyclochlorotine: Identification of the Genes Involved in Oxidative Transformations and Intramolecular O,N-Transacylation. Reviewed International coauthorship International journal

    Yulu Jiang, Taro Ozaki, Chengwei Liu, Yuya Igarashi, Ying Ye, Shoubin Tang, Tao Ye, Jun-Ichi Maruyama, Atsushi Minami, Hideaki Oikawa

    Organic letters   23 ( 7 )   2616 - 2620   2021.4

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    Authorship：Corresponding author   Language：English   Publishing type：Research paper (scientific journal)  

    Mycotoxin cyclochlorotine (1) and structurally related astins are cyclic pentapeptides containing unique nonproteinogenic amino acids, such as β-phenylalanine, l-allo-threonine, and 3,4-dichloroproline. Herein, we report the biosynthetic pathway for 1, which involves intriguing tailoring processes mediated by DUF3328 proteins, including stereo- and regiospecific chlorination and hydroxylation and intramolecular O,N-transacylation. Our findings demonstrate that DUF3328 proteins, which are known to be involved in oxidative cyclization of fungal ribosomal peptides, have much higher functional diversity than previously expected.

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  • Predicting the chemical space of fungal polyketides by phylogeny-based bioinformatics analysis of polyketide synthase-nonribosomal peptide synthetase and its modification enzymes. Reviewed International journal

    Atsushi Minami, Takahiro Ugai, Taro Ozaki, Hideaki Oikawa

    Scientific reports   10 ( 1 )   13556 - 13556   2020.8

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    Fungal polyketide synthase (PKS)-nonribosomal peptide synthetase (NRPS) hybrids are key enzymes for synthesizing structurally diverse hybrid natural products (NPs) with characteristic biological activities. Predicting their chemical space is of particular importance in the field of natural product chemistry. However, the unexplored programming rule of the PKS module has prevented prediction of its chemical structure based on amino acid sequences. Here, we conducted a phylogenetic analysis of 884 PKS-NRPS hybrids and a modification enzyme analysis of the corresponding biosynthetic gene cluster, revealing a hidden relationship between its genealogy and core structures. This unexpected result allowed us to predict 18 biosynthetic gene cluster (BGC) groups producing known carbon skeletons (number of BGCs; 489) and 11 uncharacterized BGC groups (171). The limited number of carbon skeletons suggests that fungi tend to select PK skeletons for survival during their evolution. The possible involvement of a horizontal gene transfer event leading to the diverse distribution of PKS-NRPS genes among fungal species is also proposed. This study provides insight into the chemical space of fungal PKs and the distribution of their biosynthetic gene clusters.

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  • Biosynthesis of Indole Diterpene Lolitrems: Radical-Induced Cyclization of an Epoxyalcohol Affording a Characteristic Lolitremane Skeleton. Reviewed International journal

    Yulu Jiang, Taro Ozaki, Mei Harada, Tadachika Miyasaka, Hajime Sato, Kazunori Miyamoto, Junichiro Kanazawa, Chengwei Liu, Jun-Ichi Maruyama, Masaatsu Adachi, Atsuo Nakazaki, Toshio Nishikawa, Masanobu Uchiyama, Atsushi Minami, Hideaki Oikawa

    Angewandte Chemie (International ed. in English)   59 ( 41 )   17996 - 18002   2020.7

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    Lolitrems are tremorgenic indole diterpenes that exhibit a unique 5/6 bicyclic system of the indole moiety. Although genetic analysis has indicated that the prenyltransferase LtmE and the cytochrome P450 LtmJ are involved in the construction of this unique structure, the detailed mechanism remains to be elucidated. Herein, we report the reconstitution of the biosynthetic pathway for lolitrems employing a recently established genome-editing technique for the expression host Aspergillus oryzae. Heterologous expression and bioconversion of the various intermediates revealed that LtmJ catalyzes multistep oxidation to furnish the lolitrem core. We also isolated the key reaction intermediate with an epoxyalcohol moiety. This observation allowed us to establish the mechanism of radical-induced cyclization, which was firmly supported by density functional theory calculations and a model experiment with a synthetic analogue.

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  • FAD-dependent enzyme-catalysed intermolecular [4+2] cycloaddition in natural product biosynthesis. Reviewed International coauthorship International journal

    Lei Gao, Cong Su, Xiaoxia Du, Ruishan Wang, Shuming Chen, Yu Zhou, Chengwei Liu, Xiaojing Liu, Runze Tian, Liyun Zhang, Kebo Xie, She Chen, Qianqian Guo, Lanping Guo, Yoshio Hano, Manabu Shimazaki, Atsushi Minami, Hideaki Oikawa, Niu Huang, K N Houk, Luqi Huang, Jungui Dai, Xiaoguang Lei

    Nature chemistry   2020.5

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    The Diels-Alder reaction is one of the most powerful and widely used methods in synthetic chemistry for the stereospecific construction of carbon-carbon bonds. Despite the importance of Diels-Alder reactions in the biosynthesis of numerous secondary metabolites, no naturally occurring stand-alone Diels-Alderase has been demonstrated to catalyse intermolecular Diels-Alder transformations. Here we report a flavin adenine dinucleotide-dependent enzyme, Morus alba Diels-Alderase (MaDA), from Morus cell cultures, that catalyses an intermolecular [4+2] cycloaddition to produce the natural isoprenylated flavonoid chalcomoracin with a high efficiency and enantioselectivity. Density functional theory calculations and preliminary measurements of the kinetic isotope effects establish a concerted but asynchronous pericyclic pathway. Structure-guided mutagenesis and docking studies demonstrate the interactions of MaDA with the diene and dienophile to catalyse the [4+2] cycloaddition. MaDA exhibits a substrate promiscuity towards both dienes and dienophiles, which enables the expedient syntheses of structurally diverse natural products. We also report a biosynthetic intermediate probe (BIP)-based target identification strategy used to discover MaDA.

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  • Fungal-derived brevianamide assembly by a stereoselective semipinacolase Reviewed International coauthorship International journal

    Ying Ye, Lei Du, Xingwang Zhang, Sean A. Newmister, Morgan McCauley, Juan V. Alegre-Requena, Wei Zhang, Shuai Mu, Atsushi Minami, Amy E. Fraley, Maria L. Adrover-Castellano, Nolan A. Carney, Vikram V. Shende, Feifei Qi, Hideaki Oikawa, Hikaru Kato, Sachiko Tsukamoto, Robert S. Paton, Robert M. Williams, David H. Sherman, Shengying Li

    Nature Catalysis   3 ( 6 )   497 - 506   2020.5

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    DOI： 10.1038/s41929-020-0454-9

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  • Oxidative Ring Contraction by a Multifunctional Dioxygenase Generates the Core Cycloocatadiene in the Biosynthesis of Fungal Dimeric Anhydride Zopfiellin. Reviewed International journal

    Tetsuya Shiina, Taro Ozaki, Yusuke Matsu, Shota Nagamine, Chengwei Liu, Masaru Hashimoto, Atsushi Minami, Hideaki Oikawa

    Organic letters   22 ( 5 )   1997 - 2001   2020.3

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    To elucidate the biosynthesis of a fungicidal dimeric anhydride zopfiellin, the putative biosynthetic gene cluster was identified. We conducted heterologous expression of candidate genes for the synthesis of maleic anhydride and its dimerization and identified the two isomeric dimers with 9-membered rings as products. Notably, α-ketoglutarate-dependent dioxygenase ZopK oxidized one of the dimers, giving the 8-membered ring of zopfiellin. The mechanism of oxidative rearrangement is proposed by analyzing the incorporation of 13C-labeled precursors.

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  • Total synthesis of alkaloids using both chemical and biochemical methods. Reviewed International journal

    Ryo Tanifuji, Atsushi Minami, Hiroki Oguri, Hideaki Oikawa

    Natural product reports   2020.3

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    Covering: 2000 to 2019Rapid access to genomic data has facilitated the identification of the biosynthetic enzyme genes of alkaloid natural products and elucidation of their biosynthetic pathways. Enzymes for the rapid construction of molecular scaffolds and versatile modifications during the late-stage biosynthesis of complex molecular skeletons constitute unique features of biosynthetic machineries. For example, enzymes involved in an alkaloid biosynthesis. In this review, we discuss three types of useful enzymes and enzymatic reactions that have been found in the biosynthetic studies of several alkaloids, and discuss their applications for the total synthesis of natural alkaloids and their derivatives. The selected examples include a single non-ribosomal peptide synthetase SfmC that catalyzes key Pictet-Spengler reactions, which construct a characteristic tetrahydroisoquinoline skeleton in antitumor antibiotics such as saframycin, prenylation-oxidative modification enzymes involved in the biosynthesis of fungal tremorgenic mycotoxins such as penitrem as well as versatile Diels-Alderases recently discovered in the biosynthesis of plant monoterpene indole alkaloids of iboga and aspidosperma type.

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  • Efficient Reconstitution of Basidiomycota Diterpene Erinacine Gene Cluster in Ascomycota Host Aspergillus oryzae Based on Genomic DNA Sequences. Reviewed International journal

    Liu C, Minami A, Ozaki T, Wu J, Kawagishi H, Maruyama JI, Oikawa H

    Journal of the American Chemical Society   141 ( 39 )   15519 - 15523   2019.10

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    To develop the versatile methodology for genome mining of mushroom metabolites, we examined the production of bioactive diterpenes erinacines using genomic DNA sequences. In this report, we initially identified high expression loci (hot spots) in Aspergillus oryzae by sequencing the genomic DNAs from highly yielding transformants which were obtained in our previous biosynthetic studies. Genome editing knock-in of all erinacine biosynthetic genes directly to the hot spot showed that A. oryzae correctly spliced more than 90% of the introns in the mushroom genomic DNA gene sequences. Then, we reconstituted the erinacine biosynthetic gene cluster using two rounds of knock-in of the cDNAs and newly developed repeatable genetic engineering by plasmid recycling. At 100% transformation rate, we obtained a transformant that successfully produced erinacine Q and its intermediates. In this study, we elucidated a biosynthetic pathway of erinacines involving functionally unique hydroxylation supported by dehydrogenase EriH and xylose-specific glycosylation by introducing plant genes for supplying UDP-xylose. Our newly developed hot spot knock-in and plasmid recycling allowed us to avoid a time-consuming screening process and to use unlimited introduction of biosynthetic genes due to marker-free genome editing.

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  • Ascomycete Aspergillus oryzae Is an Efficient Expression Host for Production of Basidiomycete Terpenes by Using Genomic DNA Sequences. Reviewed International coauthorship International journal

    Nagamine S, Liu C, Nishishita J, Kozaki T, Sogahata K, Sato Y, Minami A, Ozaki T, Schmidt-Dannert C, Maruyama JI, Oikawa H

    Applied and environmental microbiology   85 ( 15 )   2019.8

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    Basidiomycete fungi are an attractive resource for biologically active natural products for use in pharmaceutically relevant compounds. Recently, genome projects on mushroom fungi have provided a great deal of biosynthetic gene cluster information. However, functional analyses of the gene clusters for natural products were largely unexplored because of the difficulty of cDNA preparation and lack of gene manipulation tools for basidiomycete fungi. To develop a versatile host for basidiomycete genes, we examined gene expression using genomic DNA sequences in the robust ascomycete host Aspergillus oryzae, which is frequently used for the production of metabolites from filamentous fungi. Exhaustive expression of 30 terpene synthase genes from the basidiomycetes Clitopilus pseudo-pinsitus and Stereum hirsutum showed two splicing patterns, i.e., completely spliced cDNAs giving terpenes (15 cases) and mostly spliced cDNAs, indicating that A. oryzae correctly spliced most introns at the predicted positions and lengths. The mostly spliced cDNAs were expressed after PCR-based removal of introns, resulting in the successful production of terpenes (14 cases). During this study, we observed relatively frequent mispredictions in the automated program. Hence, the complementary use of A. oryzae expression and automated prediction will be a powerful tool for genome mining.IMPORTANCE The recent large influx of genome sequences from basidiomycetes, which are prolific producers of bioactive natural products, may provide opportunities to develop novel drug candidates. The development of a reliable expression system is essential for the genome mining of natural products because of the lack of a tractable host for heterologous expression of basidiomycete genes. For this purpose, we applied the ascomycete Aspergillus oryzae system for the direct expression of fungal natural product biosynthetic genes from genomic DNA. Using this system, 29 sesquiterpene synthase genes and diterpene biosynthetic genes for bioactive pleuromutilin were successfully expressed. Together with the use of computational tools for intron prediction, this Aspergillus oryzae system represents a practical method for the production of basidiomycete natural products.

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  • Biosynthetic machinery of 6-hydroxymellein derivatives leading to cyclohelminthols and palmaenones. Reviewed International journal

    Ugai T, Minami A, Tanaka S, Ozaki T, Liu C, Shigemori H, Hashimoto M, Oikawa H

    Chembiochem : a European journal of chemical biology   2019.7

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    DOI： 10.1002/cbic.201900404

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  • Elucidation of biosynthetic pathway of a plant hormone abscisic acid in phytopathogenic fungi. Reviewed International journal

    Takino J, Kozaki T, Ozaki T, Liu C, Minami A, Oikawa H

    Bioscience, biotechnology, and biochemistry   1 - 8   2019.5

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    DOI： 10.1080/09168451.2019.1618700

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  • Biosynthetic study of conidiation-inducing factor conidiogenone: heterologous production and cyclization mechanism of a key bifunctional diterpene synthase. Reviewed International journal

    Shiina T, Nakagawa K, Fujisaki Y, Ozaki T, Liu C, Toyomasu T, Hashimoto M, Koshino H, Minami A, Kawaide H, Oikawa H

    Bioscience, biotechnology, and biochemistry   83 ( 2 )   192 - 201   2019.2

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    Language：English   Publishing type：Research paper (scientific journal)   Publisher：Japan Society for Bioscience, Biotechnology, and Agrochemistry / Taylor & Francis  

    DOI： 10.1080/09168451.2018.1536518

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  • Heterologous production of asperipin-2a: proposal for sequential oxidative macrocyclization by a fungi-specific DUF3328 oxidase. Reviewed International journal

    Ye Y, Ozaki T, Umemura M, Liu C, Minami A, Oikawa H

    Organic & biomolecular chemistry   17 ( 1 )   39 - 43   2018.12

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  • Unveiling Biosynthesis of the Phytohormone Abscisic Acid in Fungi: Unprecedented Mechanism of Core Scaffold Formation Catalyzed by an Unusual Sesquiterpene Synthase. Reviewed International journal

    Takino J, Kozaki T, Sato Y, Liu C, Ozaki T, Minami A, Oikawa H

    Journal of the American Chemical Society   2018.9

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    DOI： 10.1021/jacs.8b08925

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  • Total Biosynthesis of Brassicicenes: Identification of a Key Enzyme for Skeletal Diversification. Reviewed International journal

    Tazawa A, Ye Y, Ozaki T, Liu C, Ogasawara Y, Dairi T, Higuchi Y, Kato N, Gomi K, Minami A, Oikawa H

    Organic letters   2018.9

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  • Chemo-enzymatic Total Syntheses of Jorunnamycin A, Saframycin A, and N-Fmoc Saframycin Y3. Reviewed International journal

    Tanifuji R, Koketsu K, Takakura M, Asano R, Minami A, Oikawa H, Oguri H

    Journal of the American Chemical Society   140 ( 34 )   10705 - 10709   2018.8

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    The antitumor tetrahydroisoquinoline (THIQ) alkaloids share a common pentacyclic scaffold that is biosynthesized by nonribosomal peptide synthetases involving unique enzymatic Pictet-Spengler cyclizations. Herein we report concise and divergent chemo-enzymatic total syntheses of THIQ alkaloids by merging precise chemical synthesis with in vitro engineered biosynthesis. A recombinant enzyme SfmC responsible for the biosynthesis of saframycin A was adapted for the assembly of these natural products and their derivatives, by optimizing designer substrates compatible with SfmC through chemical synthesis. The appropriately functionalized pentacyclic skeleton were efficiently synthesized by streamlining the linkage between SfmC-catalyzed multistep enzymatic conversions and chemical manipulations of the intermediates to install aminonitrile and N-methyl groups. This approach allowed rapid access to the elaborated pentacyclic skeleton in a single day starting from two simple synthetic substrates without isolation of the intermediates. Further functional group manipulations allowed operationally simple and expeditious syntheses of jorunnamycin A, saframycin A, and N-Fmoc saframycin Y3 that could be versatile and common precursors for the artificial production of other antitumor THIQ alkaloids and their variants.

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  • Total Biosynthesis of Antiangiogenic Agent (-)-Terpestacin by Artificial Reconstitution of the Biosynthetic Machinery in Aspergillus oryzae. Reviewed International journal

    Narita K, Minami A, Ozaki T, Liu C, Kodama M, Oikawa H

    The Journal of organic chemistry   83 ( 13 )   7042 - 7048   2018.7

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    DOI： 10.1021/acs.joc.7b03220

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  • Cyclopentane-forming di/sesterterpene synthases: widely distributed enzymes in bacteria, fungi, and plants. Reviewed International journal

    Minami A, Ozaki T, Liu C, Oikawa H

    Natural product reports   2018.6

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    DOI： 10.1039/c8np00026c

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  • Enzymatic Formation of a Skipped Methyl-Substituted Octaprenyl Side Chain of Longestin (KS-505a): Involvement of Homo-IPP as a Common Extender Unit Reviewed International coauthorship International journal

    Taro Ozaki, Sandip S. Shinde, Lei Gao, Ryo Okuizumi, Chengwei Liu, Yasushi Ogasawara, Xiaoguang Lei, Tohru Dairi, Atsushi Minami, Hideaki Oikawa

    Angewandte Chemie - International Edition   57 ( 22 )   6629 - 6632   2018.5

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    DOI： 10.1002/anie.201802116

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  • Heterologous Biosynthesis of Fungal Indole Sesquiterpene Sespendole. Reviewed International journal

    Kudo K, Liu C, Matsumoto T, Minami A, Ozaki T, Toshima H, Gomi K, Oikawa H

    Chembiochem : a European journal of chemical biology   19 ( 14 )   1492 - 1497   2018.5

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    Indole sesquiterpene sespendole, which has been isolated from the filamentous fungus Pseudobotrytis terrestris FKA-25, is a specific inhibitor of lipid droplet synthesis in mouse macrophages. The biosynthetic pathway that involves genes encoding six enzymes (spdEMBQHJ) was elucidated through heterologous expression of spd genes in Aspergillus oryzae, biotransformation experiments, and in vitro enzymatic reactions with a recombinant protein, thereby revealing the mechanism underlying the characteristic modification on the indole ring, catalyzed by a set of prenyltransferase (SpdE)/cytochrome P450 (SpdJ) enzymes. Functional analysis of the homologous genes encoding these enzymes involved in the biosynthesis of lolitrem allowed a biosynthetic pathway for the bicyclic ring skeleton fused to the indole ring to be proposed.

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  • Identification of novel sesterterpenes by genome mining of phytopathogenic fungi Phoma and Colletotrichum sp. Reviewed International coauthorship International journal

    Lei Gao, Koji Narita, Taro Ozaki, Naoyoshi Kumakura, Pamela Gan, Atsushi Minami, Chengwei Liu, Xiaoguang Lei, Ken Shirasu, Hideaki Oikawa

    Tetrahedron Letters   59 ( 12 )   1136 - 1139   2018.3

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    DOI： 10.1016/j.tetlet.2018.02.022

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  • Theoretical Study of Sesterfisherol Biosynthesis: Computational Prediction of Key Amino Acid Residue in Terpene Synthase. Reviewed International journal

    Hajime Sato, Koji Narita, Atsushi Minami, Mami Yamazaki, Chao Wang, Hironori Suemune, Shingo Nagano, Takeo Tomita, Hideaki Oikawa, Masanobu Uchiyama

    Scientific reports   8 ( 1 )   2473 - 2473   2018.2

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    The cyclization mechanisms involved in the biosynthesis of sesterterpenes are not fully understood. For example, there are two plausible reaction pathways for sesterfisherol biosynthesis, which differ in the order of ring cyclization: A-D-B/C (Path a) and A-B-C/D (Path b). It is difficult to capture intermediates of terpene cyclization, which is a complex, domino-type reaction, and so here we employed a combination of experimental and computational methods. Density functional theory calculations revealed unexpected intermediates and transition states, and implied that C-H···π interaction between a carbocation intermediate and an aromatic residue of sesterfisherol synthase (NfSS) plays a critical role, serving to accelerate the 1,2-H shift (thereby preventing triquinane carbocation formation) and to protect reactive carbocation intermediates from bases such as pyrophosphate or water in the active site. Site-directed mutagenesis of NfSS guided by docking simulations confirmed that phenylalanine F191 is a critical amino acid residue for sesterfisherol synthase, as the F191A mutant of NfSS produces novel sesterterpenes, but not sesterfisherol. Although both pathways are energetically viable, on the basis of our computational and experimental results, NfSS-mediated sesterfisherol biosynthesis appears to proceed via Path a. These findings may also provide new insight into the cyclization mechanisms in related sesterterpene synthases.

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  • Subcellular localization of aphidicolin biosynthetic enzymes heterologously expressed in Aspergillus oryzae Reviewed International journal

    Akihiko Ban, Mizuki Tanaka, Ryuya Fujii, Atsushi Minami, Hideaki Oikawa, Takahiro Shintani, Katsuya Gomi

    Bioscience, Biotechnology and Biochemistry   82 ( 1 )   139 - 147   2018

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    DOI： 10.1080/09168451.2017.1399789

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  • Biosynthetic Machinery of Diterpene Pleuromutilin Isolated from Basidiomycete Fungi Reviewed International journal

    Momoka Yamane, Atsushi Minami, Chengwei Liu, Taro Ozaki, Ichiro Takeuchi, Tae Tsukagoshi, Tetsuo Tokiwano, Katsuya Gomi, Hideaki Oikawa

    CHEMBIOCHEM   18 ( 23 )   2317 - 2322   2017.12

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    DOI： 10.1002/cbic.201700434

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  • Focused Genome Mining of Structurally Related Sesterterpenes: Enzymatic Formation of Enantiomeric and Diastereomeric Products Reviewed International journal

    Koji Narita, Hajime Sato, Atsushi Minami, Kosei Kudo, Lei Gao, Chengwei Liu, Taro Ozaki, Motoichiro Kodama, Xiaoguang Lei, Tohru Taniguchi, Kenji Monde, Mami Yamazaki, Masanobu Uchiyama, Hideaki Oikawa

    ORGANIC LETTERS   19 ( 24 )   6696 - 6699   2017.12

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    DOI： 10.1021/acs.orglett.7b03418

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  • Cyclization mechanism of phomopsene synthase: mass spectrometry based analysis of various site-specifically labeled terpenes Reviewed International journal

    Sandip S. Shinde, Atsushi Minami, Zhi Chen, Tetsuo Tokiwano, Tomonobu Toyomasu, Nobuo Kato, Takeshi Sassa, Hideaki Oikawa

    JOURNAL OF ANTIBIOTICS   70 ( 5 )   632 - 638   2017.5

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    DOI： 10.1038/ja.2017.27

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  • Stepwise cyclopropanation on the polycyclopropanated polyketide formation in jawsamycin biosynthesis Reviewed International journal

    Tomoshige Hiratsuka, Hideaki Suzuki, Atsushi Minami, Hideaki Oikawa

    ORGANIC & BIOMOLECULAR CHEMISTRY   15 ( 5 )   1076 - 1079   2017.2

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    DOI： 10.1039/c6ob02675c

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  • Biosynthesis of Shearinine: Diversification of a Tandem Prenyl Moiety of Fungal Indole Diterpenes Reviewed International coauthorship International journal

    Chengwei Liu, Atsushi Minami, Tohru Dairi, Katsuya Gomi, Barry Scott, Hideaki Oikawa

    ORGANIC LETTERS   18 ( 19 )   5026 - 5029   2016.10

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    DOI： 10.1021/acs.orglett.6b02482

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  • Unveiling the Biosynthetic Pathway of the Ribosomally Synthesized and Post-translationally Modified Peptide Ustiloxin B in Filamentous Fungi Reviewed International journal

    Ying Ye, Atsushi Minami, Yuya Igarashi, Miho Izumikawa, Myco Umemura, Nozomi Nagano, Masayuki Machida, Teppei Kawahara, Kazuo Shin-ya, Katsuya Gomi, Hideaki Oikawa

    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   55 ( 28 )   8072 - 8075   2016.7

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    DOI： 10.1002/anie.201602611

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  • Recent advances of Diels-Alderases involved in natural product biosynthesis Reviewed International journal

    Atsushi Minami, Hideaki Oikawa

    JOURNAL OF ANTIBIOTICS   69 ( 7 )   500 - 506   2016.7

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    DOI： 10.1038/ja.2016.67

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  • Genome mining approach for harnessing the cryptic gene cluster in Alternaria solani: production of PKS-NRPS hybrid metabolite, didymellamide B Reviewed International journal

    Takahiro Ugai, Atsushi Minami, Katsuya Gomi, Hideaki Oikawa

    TETRAHEDRON LETTERS   57 ( 25 )   2793 - 2796   2016.6

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  • Multiple Oxidative Modifications in the Ophiobolin Biosynthesis: P450 Oxidations Found in Genome Mining Reviewed International journal

    Koji Narita, Ryota Chiba, Atsushi Minami, Motoichiro Kodama, Isao Fujii, Katsuya Gomi, Hideaki Oikawa

    ORGANIC LETTERS   18 ( 9 )   1980 - 1983   2016.5

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  • TOTAL BIOSYNTHESIS OF FUNGAL INDOLE DITERPENES USING CELL FACTORIES Reviewed International journal

    Atsushi Minami, Chengwei Liu, Hideaki Oikawa

    HETEROCYCLES   92 ( 3 )   397 - 421   2016.3

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    DOI： 10.3987/REV-15-830

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  • Reconstitution of biosynthetic machinery of fungal polyketides: unexpected oxidations of biosynthetic intermediates by expression host Reviewed International journal

    Ryuya Fujii, Takahiro Ugai, Hirofumi Ichinose, Mayumi Hatakeyama, Takuto Kosaki, Katsuya Gomi, Isao Fujii, Atsushi Minami, Hideaki Oikawa

    BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY   80 ( 3 )   426 - 431   2016.3

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    DOI： 10.1080/09168451.2015.1104234

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  • Catalytic asymmetric synthesis of the common amino acid component in the biosynthesis of tetrahydroisoquinoline alkaloids Reviewed International journal

    Ryo Tanifuji, Hiroki Oguri, Kento Koketsu, Yuki Yoshinaga, Atsushi Minami, Hideaki Oikawa

    TETRAHEDRON LETTERS   57 ( 5 )   623 - 626   2016.2

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  • Biosynthetic Study on Antihypercholesterolemic Agent Phomoidride: General Biogenesis of Fungal Dimeric Anhydrides Reviewed International journal

    Ryuya Fujii, Yusuke Matsu, Atsushi Minami, Shota Nagamine, Ichiro Takeuchi, Katsuya Gomi, Hideaki Oikawa

    ORGANIC LETTERS   17 ( 22 )   5658 - 5661   2015.11

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    DOI： 10.1021/acs.orglett.5b02934

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  • Genome Mining for Sesterterpenes Using Bifunctional Terpene Synthases Reveals a Unified Intermediate of Di/Sesterterpenes Reviewed International journal

    Ying Ye, Atsushi Minami, Attila Mandi, Chengwei Liu, Tohru Taniguchi, Tomohisa Kuzuyama, Kenji Monde, Katsuya Gomi, Hideaki Oikawa

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   137 ( 36 )   11846 - 11853   2015.9

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    DOI： 10.1021/jacs.5b08319

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  • Reconstitution of Biosynthetic Machinery for the Synthesis of the Highly Elaborated Indole Diterpene Penitrem Reviewed International coauthorship International journal

    Chengwei Liu, Koichi Tagami, Atsushi Minami, Tomoyuki Matsumoto, Jens Christian Frisvad, Hideyuki Suzuki, Jun Ishikawa, Katsuya Gomi, Hideaki Oikawa

    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   54 ( 19 )   5748 - 5752   2015.5

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    DOI： 10.1002/anie.201501072

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  • Heterologous expression of highly reducing polyketide synthase involved in betaenone biosynthesis Reviewed International journal

    Takahiro Ugai, Atsushi Minami, Ryuya Fujii, Mizuki Tanaka, Hiroki Oguri, Katsuya Gomi, Hideaki Oikawa

    CHEMICAL COMMUNICATIONS   51 ( 10 )   1878 - 1881   2015

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    DOI： 10.1039/c4cc09512j

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  • Analysis of Enantiofacial Selective Epoxidation Catalyzed by Flavin-containing Monooxygenase Lsd18 Involved in Ionophore Polyether Lasalocid Biosynthesis Reviewed

    Gaku Suzuki, Atsushi Minami, Mayu Shimaya, Takeshi Kodama, Yoshiki Morimoto, Hiroki Oguri, Hideaki Oikawa

    CHEMISTRY LETTERS   43 ( 11 )   1779 - 1781   2014.11

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    DOI： 10.1246/cl.140721

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  • Rapid Reconstitution of Biosynthetic Machinery for Fungal Metabolites in Aspergillus oryzae: Total Biosynthesis of Aflatrem Reviewed

    Koichi Tagami, Atsushi Minami, Ryuya Fujii, Chengwei Liu, Mizuki Tanaka, Katsuya Gomi, Tohru Dairi, Hideaki Oikawa

    CHEMBIOCHEM   15 ( 14 )   2076 - 2080   2014.9

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    DOI： 10.1002/cbic.201402195

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  • Biosynthesis of the Structurally Unique Polycyclopropanated Polyketide-Nucleoside Hybrid Jawsamycin ( FR-900848)** Reviewed

    Tomoshige Hiratsuka, Hideaki Suzuki, Ryo Kariya, Takashi Seo, Atsushi Minami, Hideaki Oikawa

    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   53 ( 21 )   5423 - 5426   2014.5

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    DOI： 10.1002/anie.201402623

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  • Allosteric Regulation of Epoxide Opening Cascades by a Pair of Epoxide Hydrolases in Monensin Biosynthesis Reviewed

    Atsushi Minami, Toyoyuki Ose, Kyohei Sato, Azusa Oikawa, Kimiko Kuroki, Katsumi Maenaka, Hiroki Oguri, Hideaki Oikawa

    ACS CHEMICAL BIOLOGY   9 ( 2 )   562 - 569   2014.2

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    DOI： 10.1021/cb4006485

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  • Functional analysis of a prenyltransferase gene (paxD) in the paxilline biosynthetic gene cluster Reviewed

    Chengwei Liu, Motoyoshi Noike, Atsushi Minami, Hideaki Oikawa, Tohru Dairi

    APPLIED MICROBIOLOGY AND BIOTECHNOLOGY   98 ( 1 )   199 - 206   2014.1

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    DOI： 10.1007/s00253-013-4834-9

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  • A fungal prenyltransferase catalyzes the regular di-prenylation at positions 20 and 21 of paxilline Reviewed

    Chengwei Liu, Motoyoshi Noike, Atsushi Minami, Hideaki Oikawa, Tohru Dairi

    BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY   78 ( 3 )   448 - 454   2014

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    DOI： 10.1080/09168451.2014.882759

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  • Core assembly mechanism of quinocarcin/SF-1739: Bimodular complex nonribosomal peptide synthetases for sequential mannich-type reactions Reviewed

    Tomoshige Hiratsuka, Kento Koketsu, Atsushi Minami, Shunsuke Kaneko, Chiaki Yamazaki, Kenji Watanabe, Hiroki Oguri, Hideaki Oikawa

    Chemistry and Biology   20 ( 12 )   1523 - 1535   2013.12

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    DOI： 10.1016/j.chembiol.2013.10.011

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  • Regiospecificities and prenylation mode specificities of the fungal indole diterpene prenyltransferases AtmD and PaxD Reviewed

    Chengwei Liu, Atsushi Minami, Motoyoshi Noike, Hiroaki Toshima, Hideaki Oikawa, Tohru Dairi

    Applied and Environmental Microbiology   79 ( 23 )   7298 - 7304   2013.12

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    DOI： 10.1128/AEM.02496-13

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  • Biosynthetic machinery of ionophore polyether lasalocid: enzymatic construction of polyether skeleton Reviewed

    Atsushi Minami, Hiroki Oguri, Kenji Watanabe, Hideaki Oikawa

    CURRENT OPINION IN CHEMICAL BIOLOGY   17 ( 4 )   555 - 561   2013.8

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    DOI： 10.1016/j.cbpa.2013.06.004

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  • Biosynthetic assembly of cytochalasin backbone Reviewed

    Ryuya Fujii, Atsushi Minami, Katsuya Gomi, Hideaki Oikawa

    TETRAHEDRON LETTERS   54 ( 23 )   2999 - 3002   2013.6

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    DOI： 10.1016/j.tetlet.2013.03.120

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  • Identification of Ophiobolin F Synthase by a Genome Mining Approach: A Sesterterpene Synthase from Aspergillus clavatus Reviewed

    Ryota Chiba, Atsushi Minami, Katsuya Gomi, Hideaki Oikawa

    ORGANIC LETTERS   15 ( 3 )   594 - 597   2013.2

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    DOI： 10.1021/ol303408a

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  • Reconstitution of Biosynthetic Machinery for Indole-Diterpene Paxilline in Aspergillus oryzae Reviewed

    Koichi Tagami, Chengwei Liu, Atsushi Minami, Motoyoshi Noike, Tetsuya Isaka, Shuhei Fueki, Yoshihiro Shichijo, Hiroaki Toshima, Katsuya Gomi, Tohru Dairi, Hideaki Oikawa

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   135 ( 4 )   1260 - 1263   2013.1

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    DOI： 10.1021/ja3116636

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  • Structure analysis of geranyl pyrophosphate methyltransferase and the proposed reaction mechanism of SAM-dependent C-methylation Reviewed

    Orapin Ariyawutthiphan, Toyoyuki Ose, Atsushi Minami, Sandip Sinde, Muneya Tsuda, Yong-Gui Gao, Min Yao, Hideaki Oikawa, Isao Tanaka

    ACTA CRYSTALLOGRAPHICA SECTION D-BIOLOGICAL CRYSTALLOGRAPHY   68 ( Pt 11 )   1558 - 1569   2012.11

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    DOI： 10.1107/S0907444912038486

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  • Sequential Enzymatic Epoxidation Involved in Polyether Lasalocid Biosynthesis Reviewed

    Atsushi Minami, Mayu Shimaya, Gaku Suzuki, Akira Migita, Sandip S. Shinde, Kyohei Sato, Kenji Watanabe, Tomohiro Tamura, Hiroki Oguri, Hideaki Oikawa

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   134 ( 17 )   7246 - 7249   2012.5

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    DOI： 10.1021/ja301386g

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  • Pictet-Spenglerase involved in tetrahydroisoquinoline antibiotic biosynthesis Reviewed

    Kento Koketsu, Atsushi Minami, Kenji Watanabe, Hiroki Oguri, Hideaki Oikawa

    CURRENT OPINION IN CHEMICAL BIOLOGY   16 ( 1-2 )   142 - 149   2012.4

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  • Enzymatic catalysis of anti-Baldwin ring closure in polyether biosynthesis Reviewed

    Kinya Hotta, Xi Chen, Robert S. Paton, Atsushi Minami, Hao Li, Kunchithapadam Swaminathan, Irimpan I. Mathews, Kenji Watanabe, Hideaki Oikawa, Kendall N. Houk, Chu-Young Kim

    NATURE   483 ( 7389 )   355 - U154   2012.3

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    DOI： 10.1038/nature10865

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  • The Pictet-Spengler Mechanism Involved in the Biosynthesis of Tetrahydroisoquinoline Antitumor Antibiotics: A Novel Function for a Nonribosomal Peptide Synthetase Reviewed

    Kento Koketsu, Atsushi Minami, Kenji Watanabe, Hiroki Oguri, Hideaki Oikawa

    NATURAL PRODUCT BIOSYNTHESIS BY MICROORGANISMS AND PLANTS, PT B   516   79 - 98   2012

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    DOI： 10.1016/B978-0-12-394291-3.00026-5

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  • Remarkable synergistic effect between MonBI and MonBII on epoxide opening reaction in ionophore polyether monensin biosynthesis Reviewed

    Kyohei Sato, Atsushi Minami, Toyoyuki Ose, Hiroki Oguri, Hideaki Oikawa

    TETRAHEDRON LETTERS   52 ( 41 )   5277 - 5280   2011.10

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    DOI： 10.1016/j.tetlet.2011.07.145

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  • Total Biosynthesis of Diterpene Aphidicolin, a Specific Inhibitor of DNA Polymerase alpha: Heterologous Expression of Four Biosynthetic Genes in Aspergillus oryzae Reviewed

    Ryuya Fujii, Atsushi Minami, Tae Tsukagoshi, Natsuko Sato, Takehiko Sahara, Satoru Ohgiya, Katsuya Gomi, Hideaki Oikawa

    BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY   75 ( 9 )   1813 - 1817   2011.9

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    Language：English   Publishing type：Research paper (scientific journal)  

    DOI： 10.1271/bbb.110366

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  • The Diels-Alderase Never Ending Story Reviewed

    Atsushi Minami, Hideaki Oikawa

    Biomimetic Organic Synthesis   2   751 - 786   2011.4

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    Authorship：Lead author   Language：English   Publishing type：Part of collection (book)   Publisher：Wiley-VCH  

    DOI： 10.1002/9783527634606.ch21

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  • Enzymatic Epoxide-Opening Cascades Catalyzed by a Pair of Epoxide Hydrolases in the Ionophore Polyether Biosynthesis Reviewed

    Atsushi Minami, Akira Migita, Daiki Inada, Kinya Hotta, Kenji Watanabe, Hiroki Oguri, Hideaki Oikawa

    ORGANIC LETTERS   13 ( 7 )   1638 - 1641   2011.4

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    DOI： 10.1021/ol200100e

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  • Crystallization and preliminary X-ray crystallographic study of a methyltransferase involved in 2-methylisoborneol biosynthesis in Streptomyces lasaliensis Reviewed

    Orapin Ariyawutthiphan, Toyoyuki Ose, Muneya Tsuda, YongGui Gao, Min Yao, Atsushi Minami, Hideaki Oikawa, Isao Tanaka

    ACTA CRYSTALLOGRAPHICA SECTION F-STRUCTURAL BIOLOGY AND CRYSTALLIZATION COMMUNICATIONS   67 ( Pt 3 )   417 - 420   2011.3

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    DOI： 10.1107/S1744309110051523

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  • Dioxygenases, Key Enzymes to Determine the Aglycon Structures of Fusicoccin and Brassicicene, Diterpene Compounds Produced by Fungi Reviewed

    Yusuke Ono, Atsushi Minami, Motoyoshi Noike, Yusuke Higuchi, Tomonobu Toyomasu, Takeshi Sassa, Nobuo Kato, Tohru Dairi

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   133 ( 8 )   2548 - 2555   2011.3

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    DOI： 10.1021/ja107785u

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  • Involvement of common intermediate 3-hydroxy-L-kynurenine in chromophore biosynthesis of quinomycin family antibiotics Reviewed

    Yuki Hirose, Kenji Watanabe, Atsushi Minami, Takemichi Nakamura, Hiroki Oguri, Hideaki Oikawa

    JOURNAL OF ANTIBIOTICS   64 ( 1 )   117 - 122   2011.1

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    DOI： 10.1038/ja.2010.142

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  • Intriguing Substrate Tolerance of Epoxide Hydrolase Lsd19 Involved in Biosynthesis of the Ionophore Antibiotic Lasalocid A Reviewed

    Yusuke Matsuura, Yoshihiro Shichijo, Atsushi Minami, Akira Migita, Hiroki Oguri, Mami Watanabe, Tetsuo Tokiwano, Kenji Watanabe, Hideaki Oikawa

    ORGANIC LETTERS   12 ( 10 )   2226 - 2229   2010.5

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    DOI： 10.1021/ol100541e

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  • Identification and functional analysis of brassicicene C biosynthetic gene cluster in Alternaria brassicicola Reviewed

    Atsushi Minami, Naoto Tajima, Yusuke Higuchi, Tomonobu Toyomasu, Takeshi Sassa, Nobuo Kato, Tohru Dairi

    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS   19 ( 3 )   870 - 874   2009.2

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    DOI： 10.1016/j.bmcl.2008.11.108

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  • Crystallization and preliminary X-ray analysis of vicenisaminyltransferase VinC Reviewed

    Eriko Nango, Atsushi Minami, Takashi Kumasaka, Tadashi Eguchi

    ACTA CRYSTALLOGRAPHICA SECTION F-STRUCTURAL BIOLOGY AND CRYSTALLIZATION COMMUNICATIONS   64 ( Pt 6 )   558 - 560   2008.6

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    DOI： 10.1107/S1744309108014681

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  • Substrate flexibility of vicenisaminyltransferase VinC involved in the biosynthesis of vicenistatin Reviewed

    Atsushi Minami, Tadashi Eguchi

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   129 ( 16 )   5102 - 5107   2007.4

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    DOI： 10.1021/ja0685250

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  • Aglycon switch approach toward unnatural glycosides from natural glycoside with glycosyltransferase VinC Reviewed

    A Minami, K Kakinuma, T Eguchi

    TETRAHEDRON LETTERS   46 ( 37 )   6187 - 6190   2005.9

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    DOI： 10.1016/j.tetlet.2005.09.083

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  • Enzymatic approach to unnatural glycosides with diverse aglycon scaffolds using glycosyltransferase VinC Reviewed

    A Minami, R Uchida, T Eguchi, K Kakinuma

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   127 ( 17 )   6148 - 6149   2005.5

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    DOI： 10.1021/ja042848j

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  • Cloning, sequencing, and functional analysis of the biosynthetic gene cluster of macrolactam antibiotic vicenistatin in Streptomyces halstedii Reviewed

    Y Ogasawara, K Katayama, A Minami, M Otsuka, T Eguchi, K Kakinuma

    CHEMISTRY & BIOLOGY   11 ( 1 )   79 - 86   2004.1

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    DOI： 10.1016/j.chembiol.2003.12.010

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Books

  • New Tide of Natural Product Chemistry

    Minami, A（ Role： ContributorA new trend in biosynthetic studies of natural products: The bridge between the amino acid sequence data and the chemical structure.）

    2023.7 

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  • 発酵・醸造食品の最前線II（食品）

    南 篤志, 尾﨑太郎, 及川英秋（ Role： Contributor麹菌が切り拓く天然物化学～麹菌を利用した生物活性天然物の生産）

    シーエムシー出版  2022.3 

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  • Comprehensive Natural Products III

    Liu, C, Minami, A, Ozaki, T, Oikawa, H（ Role： ContributorBiosynthesis of indole diterpene.）

    2020.8 

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  • Comprehensive Natural Products III

    Minami, A, Ozaki, T, Liu, C, Oikawa, H（ Role： ContributorSesterterpene biosynthesis: Cyclization mechanisms and oxidative modifications.）

    2020.8 

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  • 酵母菌・麹菌・乳酸菌の産業応用展開

    南 篤志, 劉 成偉, 尾﨑太郎, 及川英秋（ Role： Contributor麹菌を宿主としたカビの二次代謝化合物の生産）

    シーエムシー出版  2018.1 

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  • Biomimetic Organic Synthesis

    Minami, A, Oikawa, H（ Role： ContributorThe Diels-Alderase never ending story）

    2011.3 

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MISC

  • Total Biosynthesis of Phomoidride B: Identification and Characterization of Methyltransferase Catalyzing Bicyclic Ketal Formation

    瀧野純矢, 山本真太郎, 尾崎太郎, 永木愛一郎, 南篤志, 及川英秋, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2023   2023

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  • Exploration and functional analysis of sesquiterpene biosynthetic genes based on comprehensive analysis of terpene synthase

    小林瑞季, 尾崎太郎, 橋本勝, 永木愛一郎, 南篤志, 及川英秋

    日本化学会春季年会講演予稿集(Web)   103rd   2023

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  • Mechanistic Studies on the Late-Stage Modification Enzymes in the Biosynthesis of Phomoidride B

    瀧野純矢, 山本真太郎, 尾崎太郎, 永木愛一郎, 南篤志, 及川英秋

    日本化学会春季年会講演予稿集(Web)   103rd   2023

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  • Total biosynthesis of the basidiomycete derived antitumor substance melleolide (2)

    深谷充功, 尾関美衣菜, 尾崎太郎, 永木愛一郎, 南篤志, 及川英秋

    日本化学会春季年会講演予稿集(Web)   103rd   2023

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  • Stereochemical analysis of highly reducing polyketide syntheses

    瀧野純矢, 小谷明里, 尾崎太郎, YU Jie, GUO Yian, YE Tao, 南篤志, 及川英秋

    日本化学会春季年会講演予稿集(Web)   102nd   2022

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  • 世界初IDP酵素の検証

    大和田ゆうき, 澤田光平, 荒井彩花, 田所高志, 南篤志, 前仲勝実, 久米田博之, 姚閔, 及川英秋, 尾瀬農之, 尾瀬農之

    日本結晶学会年会講演要旨集   2022   2022

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  • Biosynthetic study of Thermolides for mechanistic understanding of the catalytic domains

    小谷明里, 瀧野純矢, 尾崎太郎, 南篤志, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2022   2022

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  • Study on stereochemistry of fungal highly reducing polyketide syntheses

    瀧野純矢, 小谷明里, 尾崎太郎, YU Jie, GUO Yian, YE Tao, 南篤志, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2022   2022

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  • Study on the biosynthesis of host-selective toxin ACR-toxin derived from citrus brown spot disease

    小谷明里, 瀧野純矢, 尾崎太郎, 望月進, 秋光和也, 南篤志, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2021   2021

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  • Biosynthetic study of host selective toxin ACR-toxin

    小谷明里, 瀧野純矢, 尾崎太郎, 望月進, 秋光和也, 南篤志, 及川英秋

    日本化学会春季年会講演予稿集(Web)   101st   2021

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  • Biosynthetic study of phialotides (1)

    瀧野純矢, 小谷明里, 尾崎太郎, 南篤志, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2021   2021

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  • Studies on the Biosynthesis of Phomoidride B (2)

    山本真太郎, 尾崎太郎, LIU Chengwei, 丸山潤一, 南篤志, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2021   2021

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  • Biosynthetic study on Fungal Maleic Anhydride ”Cordyanhydride” (2)

    江口桃香, 長嶺翔太, 尾崎太郎, LIU Chengwei, 南篤志, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2021   2021

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  • Total biosynthesis of the basidiomycete derived antitumor substance meleolide

    尾関美衣菜, 長嶺翔太, 尾崎太郎, 河岸洋和, 丸山潤一, 南篤志, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2021   2021

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  • Biosynthetic study of PR-toxin by utilizing Aspergillus oryzae system (2)

    佐藤芳郎, 瀧野純矢, 尾崎太郎, LIU Chengwei, 南篤志, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2021   2021

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  • Biosynthetic study of PR-toxin by CRISPR/Cas9 genome editing

    佐藤芳郎, 瀧野純矢, 尾崎太郎, LIU Chengwei, 南篤志, 及川英秋

    日本化学会春季年会講演予稿集(Web)   101st   2021

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  • Analysis of the post-translational modification reaction of the fungal ribosomal peptide, phomopsin A

    曽ケ端花帆, 五十嵐祐也, 尾崎太郎, LIU Chengwei, 南篤志, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2021   2021

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  • Biosynthetic study on phomopsin A, a fungal mycotoxin (3)

    曽ヶ端花帆, 五十嵐祐也, 尾崎太郎, LIU Chengwei, 南篤志, 及川英秋

    日本化学会春季年会講演予稿集(Web)   101st   2021

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  • Genome mining of biologically active sesterterpenoids by heterologous expression in Aspergillus oryze-2-

    山本紘嵩, 佐藤優哉, 佐藤輝歩, 成田興司, 尾崎太郎, 南篤志, 及川英秋

    日本化学会春季年会講演予稿集(Web)   101st   2021

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  • Development of Versatile Heterologous Expression System for Genome Mining of Basidiomycete Natural Products

    南篤志, 尾崎太郎, 及川英秋

    月刊ファインケミカル   50 ( 4 )   2021

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  • Biosynthetic study of anthraquinone dimer natural product isolated from filamentous fungi (4)

    深谷充功, 尾崎太郎, LIU Chengwei, 南篤志, 及川英秋

    日本化学会春季年会講演予稿集(Web)   101st   2021

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  • Studies on the Biosynthesis of Phomoidride B

    山本真太郎, 尾崎太郎, LIU Chengwei, 丸山潤一, 南篤志, 及川英秋

    日本化学会春季年会講演予稿集(Web)   101st   2021

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  • Biosynthesis of phialotides possessing unique iterative substructure (1)

    瀧野純矢, 小谷明里, 尾崎太郎, 南篤志, 及川英秋

    日本化学会春季年会講演予稿集(Web)   101st   2021

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  • Biosynthetic study of Abscisic Acid utilizing Aspergillus oryzae heterologous expression system (4)

    瀧野純矢, 小崎拓登, LIU Chengwei, 尾崎太郎, 南篤志, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2020   2020

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  • Heterologous production of natural terpenoids derived from mushroom

    西下純平, 長嶺翔太, 尾崎太郎, LIU Chengwei, 丸山潤一, 南篤志, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2020   2020

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  • Biosynthetic study of abscisic acid in fungi-2-

    瀧野純矢, 小崎拓登, LIU Chengwei, 尾崎太郎, 南篤志, 及川英秋

    日本化学会春季年会講演予稿集(CD-ROM)   100th   2020

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  • Total Biosynthesis of Basidiomycota Diterpene Erinacines

    小谷明里, LIU Chengwei, 尾崎太郎, WU Jing, 河岸洋和, 丸山潤一, 南篤志, 及川英秋

    日本化学会春季年会講演予稿集(CD-ROM)   100th   2020

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  • Biosynthetic Study of Melleolide from Basidiomycota Utilizing Heterologous Expression System (3)

    長嶺翔太, 南篤志, LIU Chengwei, 尾崎太郎, 丸山潤一, 及川英秋

    日本化学会春季年会講演予稿集(CD-ROM)   100th   2020

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  • Enzymatic Construction of Eight-membered ring in the zopfiellin biosynthesis

    椎名哲也, 松優佑, 長嶺翔太, 尾崎太郎, LIU Chengwei, 南篤志, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2020   2020

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  • 酸無水物多量体Cordyanhydrideの生合成研究

    江口桃香, 長嶺翔太, 尾崎太郎, 劉成偉, 南篤志, 及川英秋

    日本農芸化学会北海道支部学術講演会講演要旨集(Web)   2020   2020

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  • Efficient Reconstitution of Biosynthetic Machinery for Biologically Active Natural Products of Basidiomycota Fungi

    尾崎太郎, LIU Chengwei, 長嶺翔太, 西下純平, 小崎拓登, 曽ケ端花帆, 佐藤芳郎, 小谷明里, WU Jing, 河岸洋和, 丸山潤一, 南篤志, 及川英秋

    天然有機化合物討論会講演要旨集(Web)   62nd   2020

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  • 担子菌由来抗腫瘍物質melleolideの異種生産

    尾関美衣菜, 長嶺翔太, 尾崎太郎, 丸山潤一, 南篤志, 及川英秋

    日本農芸化学会北海道支部学術講演会講演要旨集(Web)   2020   2020

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  • Efficient Reconstitution of the Biosynthetic Pathway of Basidiomycota Diterpene Erinacines

    小谷明里, LIU Chengwei, 尾崎太郎, WU Jing, 河岸洋和, 丸山潤一, 南篤志, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2020   2020

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  • Biosynthetic study of PR-toxin by utilizing Aspergillus oryzae expression system

    佐藤芳郎, 瀧野純矢, RYU Chengwei, 尾崎太郎, 丸山潤一, 南篤志, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2020   2020

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  • Studies on Total Biosynthesis of Abscisic Acid and Unique cyclization mechanism

    瀧野純矢, 小崎拓登, 佐藤芳郎, 水野上裕亮, 劉成偉, 尾崎太郎, 南篤志, 及川英秋

    万有仙台シンポジウム   31st   2020

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  • Biosynthetic study on antifungal agent zopfiellin (4)

    椎名哲也, 松優佑, 長嶺翔太, 尾崎太郎, LIU Chengwei, 南篤志, 及川英秋

    日本化学会春季年会講演予稿集(CD-ROM)   100th   2020

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  • Biosynthetic study of PR-toxin by CRISPR/Cas9 genome editing

    佐藤芳郎, 瀧野純矢, LIU Chengwei, 尾崎太郎, 丸山潤一, 南篤志, 及川英秋

    日本化学会春季年会講演予稿集(CD-ROM)   100th   2020

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  • Heterologous expression of fungal sesquiterpenes by genome editing.

    水野上裕亮, 瀧野純矢, 尾崎太郎, LIU Chengwei, 丸山潤一, 南篤志, 及川英秋

    日本化学会春季年会講演予稿集(CD-ROM)   100th   2020

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  • コレステロール生合成阻害剤phomoidride Bの生合成研究

    山本真太郎, 尾崎太郎, 劉成偉, 丸山潤一, 南篤志, 及川英秋

    日本農芸化学会北海道支部学術講演会講演要旨集(Web)   2020   2020

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  • Biosynthetic study on phomopsin A, a fungal mycotoxin (2)

    曽ヶ端花帆, 五十嵐祐也, 尾崎太郎, LIU Chengwei, 南篤志, 及川英秋

    日本化学会春季年会講演予稿集(CD-ROM)   100th   2020

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  • Biosynthetic study of natural terpenoids derived from mushroom

    西下純平, 長嶺翔太, 尾崎太郎, LIU Chengwei, 丸山潤一, 南篤志, 及川英秋

    日本化学会春季年会講演予稿集(CD-ROM)   100th   2020

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  • Biosynthetic study of anthraquinone dimer natural product isolated from filamentous fungi

    深谷充功, 水野上裕亮, 南篤志, 尾崎太郎, LIU Chengwei, 及川英秋

    日本化学会春季年会講演予稿集(CD-ROM)   100th   2020

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  • Studies on the Biosynthesis of Phomoidride B

    山本真太郎, 尾崎太郎, LIU Chengwei, 丸山潤一, 南篤志, 及川英秋

    日本化学会春季年会講演予稿集(CD-ROM)   100th   2020

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  • Total Biosynthesis of Biologically Active Natural Products Isolated from Fungi

    南篤志, 尾崎太郎, 及川英秋

    月刊ファインケミカル   49 ( 3 )   19 - 24   2020

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  • Total biosynthesis and structural diversification of fungal indole diterpene lolitrems

    蒋雨露, 尾崎太郎, 劉成偉, 丸山潤一, 南篤志, 及川英秋

    万有札幌シンポジウム   32nd   2020

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  • 抗生物質Zopfiellinの生合成研究(2)

    椎名哲也, 長嶺翔太, 松優佑, 尾崎太郎, LIU Chengwei, 南篤志, 及川英秋

    日本化学会春季年会講演予稿集(CD-ROM)   99th   2019

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  • 担子菌がもつセスキテルペン環化酵素の網羅的解析-1-

    西下純平, 長嶺翔太, 小崎拓登, LIU Chengwei, 尾崎太郎, 丸山潤一, 南篤志, 及川英秋

    日本化学会春季年会講演予稿集(CD-ROM)   99th   2019

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  • キノコ由来テルペン系天然物の汎用的な生産法の開発-3-

    長嶺翔太, 西下純平, LIU Chengwei, 尾崎太郎, 丸山潤一, 南篤志, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2019   2019

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  • 植物ホルモンAbscisic Acidの生合成における新規環化酵素の機能解析-1-

    瀧野純矢, 小崎拓登, 佐藤芳郎, LIU Chengwei, 尾崎太郎, 南篤志, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2019   2019

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  • 糸状菌が生産する酸無水物多量体の生合成に関する研究

    椎名哲也, 長嶺翔太, 松優佑, 尾崎太郎, LIU Chengwei, 南篤志, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2019   2019

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  • 抗生物質zopfiellinの生合成研究(3)

    椎名哲也, 松優佑, 長嶺翔太, 尾崎太郎, 劉成偉, 南篤志, 及川英秋

    日本農芸化学会北海道支部講演会講演要旨(Web)   2019   2019

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  • 糸状菌におけるアブシジン酸の生合成研究-1-

    瀧野純矢, 小崎拓登, 佐藤芳郎, LIU Chengwei, 尾崎太郎, 南篤志, 及川英秋

    日本化学会春季年会講演予稿集(CD-ROM)   99th   2019

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  • 担子菌がもつセスキテルペン環化酵素の網羅的解析-2-

    長嶺翔太, 西下純平, LIU Chengwei, 尾崎太郎, 丸山潤一, 南篤志, 及川英秋

    日本化学会春季年会講演予稿集(CD-ROM)   99th   2019

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  • ゲノム編集技術CRISPR/Cas9を用いた糸状菌天然物の異種生産(2)

    曽ケ端花帆, 尾崎太郎, LIU Chengwei, 丸山潤一, 南篤志, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2019   2019

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  • ロンゲスチン生合成における特異なメチル基導入機構の解明

    尾崎太郎, SHINDE Sandip S., GAO Lei, 奥泉諒, LIU Chengwei, 小笠原泰志, 大利徹, 南篤志, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2019   2019

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  • 糸状菌による植物ホルモンアブシジン酸の生合成・新奇な環化酵素の発見

    南 篤志, 尾﨑太郎, 劉 成偉, 及川英秋

    バイオサイエンスとインダストリー   77 ( 2 )   136 - 138   2019

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  • 糸状菌アントラキノン系ポリケタイドの生合成に関わる酵素遺伝子の機能解析-2-

    深谷充功, 南篤志, 尾崎太郎, LIU Chengwei, 丸山潤一, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2019   2019

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  • キノコ由来テルペン系天然物の汎用的な生産法の開発-1-

    LIU Chengwei, 佐藤芳郎, 尾崎太郎, WU Jing, 丸山潤一, 南篤志, 河岸洋和, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2019   2019

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  • キノコ由来テルペン系天然物の汎用的な生産法の開発-2-

    西下純平, 長嶺翔太, 小崎拓登, LIU Chengwei, 尾崎太郎, 丸山潤一, 南篤志, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2019   2019

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  • 糸状菌が生産するアントラキノン類の生合成研究-2-

    深谷充功, 南篤志, 尾崎太郎, LIU Chengwei, 丸山潤一, 及川英秋

    日本化学会春季年会講演予稿集(CD-ROM)   99th   2019

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  • 植物ホルモンアブシジン酸の全生合成と特異な環化機構の解明

    瀧野純矢, 小崎拓登, 劉成偉, 尾崎太郎, 南篤志, 及川英秋

    日本農芸化学会北海道支部講演会講演要旨(Web)   2019   2019

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  • IDPを使用した新規ペア型酵素の戦略

    澤田光平, 田所高志, 大和田ゆうき, 南篤志, 久米田博之, 斎尾智英, 姚閔, 及川英秋, 前仲勝実, 尾瀬農之, 尾瀬農之

    日本結晶学会年会講演要旨集   2018   32   2018.11

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  • 病原性糸状菌が感染時特異的に生産するセスキテルペンの生合成研究

    瀧野純矢, 南篤志, 尾崎太郎, LIU Chengwei, 白須賢, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2018   2018

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  • 異種発現によるバナナ病原菌由来ジテルペン類の生合成研究

    田澤聡大, YE Ying, 尾崎太郎, LIU Chengwei, 南篤志, 小笠原泰志, 大利徹, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2018   2018

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  • シクロヘルミントール類生合成酵素遺伝子の機能解析

    鵜飼孝大, 南篤志, 田中静也, 尾崎太郎, LIU Chengwei, 橋本勝, 及川英秋

    日本化学会春季年会講演予稿集(CD-ROM)   98th   2018

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  • 糸状菌が生産するアントラキノンダイマーの生合成研究

    深谷充功, 南篤志, 尾崎太郎, LIU Chengwei, 丸山潤一, 及川英秋

    日本化学会春季年会講演予稿集(CD-ROM)   98th   2018

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  • 糸状菌が生産するcyclohelminthol類の生合成研究

    鵜飼孝大, 南篤志, 田中静也, LIU Chengwei, 尾崎太郎, 橋本勝, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2018   2018

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  • CRISPR/Cas9Systemを用いたcyclochlorotineの生合成研究

    YE Ying, LIU Chengwei, 尾崎太郎, 南篤志, 丸山潤一, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2018   2018

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  • CRISPR/Cas9システムを用いた糸状菌由来天然物の異種生産

    佐藤優哉, 瀧野純矢, 椎名哲也, 鵜飼孝大, 南篤志, 尾崎太郎, LIU Chengwei, 藤井勲, 丸山潤一, 及川英秋

    日本化学会春季年会講演予稿集(CD-ROM)   98th   2018

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  • 麹菌異種発現系を用いたコニジオゲノンの異種生産

    椎名哲也, 尾崎太郎, LIU Chengwei, 越野広雪, 南篤志, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2018   2018

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  • ゲノムマイニングによるコニジオゲノン生合成遺伝子の同定

    椎名哲也, 尾崎太郎, LIU Chengwei, 越野広雪, 南篤志, 及川英秋

    日本化学会春季年会講演予稿集(CD-ROM)   98th   2018

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  • 生合成系の再構築によるセスキテルペンのゲノムマイニング

    瀧野純矢, 南篤志, 尾崎太郎, LIU Chengwei, 白須賢, 及川英秋

    日本化学会春季年会講演予稿集(CD-ROM)   98th   2018

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  • 糸状菌テルペン環化酵素遺伝子のゲノムマイニングによる新規天然物の生産

    南 篤志, 尾﨑太郎, 劉 成偉, 及川英秋

    バイオサイエンスとインダストリー   76 ( 1 )   20 - 25   2018

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  • バナナ病原菌が感染時に生産するジテルペン類の異種生産

    田澤聡大, YE Ying, 尾崎太郎, LIU Chengwei, 南篤志, 小笠原泰志, 大利徹, 及川英秋

    日本化学会春季年会講演予稿集(CD-ROM)   98th   2018

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  • 39. Insight into polyether natural product biosynthesis mechanism from biochemical, biophysical, and structural aspects of epoxide hydrolase family

    Sawada Kohei, Minami Atsushi, Kumeta Hiroyui, Saio Tomohide, Matsumaru Takanori, Oikawa Hideaki, Maenaka Katsumi, Ose Toyoyuki

    Symposium on the Chemistry of Natural Products, symposium papers   60   229-234   2018

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    DOI： 10.24496/tennenyuki.60.0_229-234

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  • Studies on the Biosynthesis and Heterologous Production of Fungal Terpenoids

    尾崎太郎, 山根桃華, 田澤聡大, YE Ying, LIU Chengwei, 小笠原泰志, 大利徹, 南篤志, 及川英秋

    天然有機化合物討論会講演要旨集(Web)   60th   2018

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  • ゲノム編集技術CRISPR/Cas9を用いた糸状菌天然物の異種生産

    佐藤優哉, 瀧野純矢, 椎名哲也, 鵜飼孝大, 南篤志, 尾崎太郎, LIU Chengwei, 藤井勲, 丸山潤一, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2018   2018

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  • 糸状菌アントラキノン系ポリケタイドの生合成に関わる酵素遺伝子の機能解析

    深谷充功, 南篤志, 尾崎太郎, LIU Chengwei, 丸山潤一, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2018   2018

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  • 糸状菌が生産するインドールセスキテルペンの生合成研究(3)

    工藤洸星, 松本知之, LIU Chengwei, 尾崎太郎, 五味勝也, 南篤志, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2018   2018

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  • 糸状菌由来リボソーマルペプチドRiPPSの生合成機構

    及川英秋, 南篤志, 尾崎太郎

    日本農芸化学会大会講演要旨集(Web)   2018   2018

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  • 麹菌が切り拓く天然物化学~麹菌を利用した生物活性天然物の生産~

    南篤志, 及川英秋

    日本醸造協会誌   112 ( 9 )   592‐597 - 597   2017.9

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  • 異種発現系を用いた繰り返し型PKS-NRPSの機能解析-1-

    鵜飼孝大, 南篤志, 尾崎太郎, 山根桃華, LIU Chengwei, 及川英秋

    日本化学会春季年会講演予稿集(CD-ROM)   97th   2017

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  • 糸状菌が生産するインドールセスキテルペン,セスペンドールの生合成研究(2)

    工藤洸星, 松本知之, LIU Chengwei, 尾崎太郎, 五味勝也, 南篤志, 及川英秋

    日本化学会春季年会講演予稿集(CD-ROM)   97th   2017

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  • 異種発現系を用いた担子菌由来メレオライド類の生合成研究(1)

    長嶺翔太, 南篤志, LIU Chengwei, 尾崎太郎, 及川英秋

    日本化学会春季年会講演予稿集(CD-ROM)   97th   2017

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  • 麹菌異種発現系を用いたPKS-NRPS由来天然物の生合成研究

    LIU Chengwei, 山根桃華, 尾崎太郎, 南篤志, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2017   2017

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  • ustiloxin系糸状菌RiPPsのゲノムマイニング

    五十嵐祐也, YE Ying, 尾崎太郎, 南篤志, 五味勝也, 及川英秋

    日本農芸化学会大会講演要旨集(Web)   2017   2017

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  • 担子菌由来抗腫瘍性セスキテルペン・メレオライドの生合成研究

    長嶺翔太, 南篤志, LIU Chengwei, 尾崎太郎, 及川英秋

    メディシナルケミストリーシンポジウム講演要旨集   35th   2017

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  • 抗生物質プロイロムチリンの生合成研究(3)

    山根桃華, 南篤志, LIU Chengwei, 尾崎太郎, 塚越多映, 常盤野哲生, 五味勝也, 及川英秋

    日本化学会春季年会講演予稿集(CD-ROM)   97th   2017

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  • 合成生物学的手法を用いた糸状菌由来ポリケタイドの全生合成研究

    鵜飼孝大, 南篤志, 尾崎太郎, 劉成偉, 及川英秋

    万有札幌シンポジウム   29th   2017

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  • ポリエーテル化合物生合成酵素の結晶構造解析

    尾瀬農之, 笈川あずさ, 野間井智, 澤田光平, 道仙卓也, 南篤志, 及川英秋, 前仲勝実

    日本蛋白質科学会年会プログラム・要旨集   15th   67   2015.5

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  • 麹菌異種発現による物質生産：最多工程を要する天然物生合成経路の解明

    南 篤志, 劉 成偉, 及川英秋

    バイオサイエンスとインダストリー   73 ( 6 )   467 - 470   2015

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  • Production of fungal secondary metabolites utilizing the Aspergillus oryzae heterologous expression system

    73 ( 6 )   467 - 470   2015

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  • インドールジテルペンの生合成に関与するプレニル基転移酵素に関する研究

    RYU SEII, FUJIMORI MICHIKO, MINAMI ATSUSHI, NOIKE MOTOYOSHI, SATO YASUHARU, OGURI HIROKI, OIKAWA HIDEAKI, DAIRI TOORU

    イソプレノイド研究会例会講演要旨集   24th   19   2014.9

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  • Synthesis of Natural Products with Biosynthetic Machinery

    Atsushi Minami, Hideaki Oikawa

    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN   72 ( 5 )   548 - 556   2014.5

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  • インドールジテルペンの生合成に関与するプレニル基転移酵素に関する研究―2

    LIU CHENGWEI, FUJIMORI MICHIKO, MINAMI ATSUSHI, NOIKE MOTOYOSHI, SATO YASUHARU, OGURI HIROKI, OIKAWA HIDEAKI, DAIRI TOORU

    日本農芸化学会大会講演要旨集(Web)   2014   2A04P10 (WEB ONLY)   2014.3

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  • 支部発 話題欄 1 生理活性天然物の酵素的全合成

    MINAMI ATSUSHI

    化学と工業   67 ( 3 )   240 - 241   2014.3

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  • 2S-Da04 Development of versatile method for supplying microbial natural products based on genomic information

    Oikawa Hideaki, Minami Atsushi, Gomi Katsuya

    66   97 - 97   2014

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  • monensin生合成酵素の結晶構造解析

    道仙卓也, 南篤志, 笈川あずさ, 佐藤恭平, 前仲勝実, 及川英秋, 尾瀬農之

    日本結晶学会年会講演要旨集   2013   75   2013.10

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  • 生物機能を最大限に利用した天然物の全合成

    MINAMI ATSUSHI, OIKAWA HIDEAKI

    現代化学   ( 508 )   33 - 38   2013.7

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  • モネンシン生合成酵素の結晶構造解析

    尾瀬農之, 笈川あずさ, 南篤志, 佐藤恭平, 及川英秋, 前仲勝実

    日本蛋白質科学会年会プログラム・要旨集   13th   122   2013.5

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  • 11 Biosynthetic machinery of ionophore polyether(Oral Presentation)

    Minami Atsushi, Shimaya Mayu, Hotta Kinya, Suzuki Gaku, Sato Kyohei, Migita Akira, Watanabe Kenji, Tamura Tomohiro, Kim Chu-Young, Oguri Hiroki, Oikawa Hideaki

    Symposium on the Chemistry of Natural Products, symposium papers   ( 54 )   61 - 66   2012.9

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    Ionophore polyethers, a structurally unique group of natural polyketides, has a polycyclic ether skeleton with multiple stereocenters. Structural diversity of these natural products is derived from combination of the number and size of ether rings. In 1983, Cane, Celmer, and Westley proposed a unified biosynthetic model (CCW model) for polyether construction in which epoxidation of the linear polyene intermediate in a stereoselective manner followed by regioselective cascade cyclization provided these polyethers. After the pioneering work by Leadlay and co-workers on identification of monensin biosynthetic gene cluster, a series of gene inactivation experiments established the involvement of polyene and polyepoxide intermediates in polyether construction. Thus, the CCW model consisting of epoxidation and epoxide-opening reaction was firmly established. Recently, the second step of polyether formation has been studied extensively by our group. We found that recombinant epoxide hydrolase Lsd19 catalyzes energetically disfavored conversion of the chemically synthesized putative precursor, bisepoxide of prelasalocid, to lasalocid in a highly regioselective manner and that this epoxide hydrolase shows promiscuous substrate specificity. Here we present most recent results including (i) functional analysis of flavin dependent monooxygenase Lsd18, a putative epoxidase in lasalocid biosynthesis, (ii) structural analysis of Lsdl9, and (iii) i enzymatic epoxide opening cascades catalyzed by a pair of epoxide hydrolase, MonBI and MonBII, involved in monensin biosynthesis.

    DOI： 10.24496/tennenyuki.54.0_61

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  • イオノフォアポリエーテル生合成における骨格構築機構 酵素的エポキシド開環反応によって多数のエーテル環を効率的に構築

    MINAMI ATSUSHI, OIKAWA HIDEAKI

    化学と生物   50 ( 4 )   236 - 237   2012.4

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  • Dioxygenases, Key Enzymes to Determine the Aglycone Structure of Fussicoccin and Brassicicene, Diterpene Compounds Produced by Fungi

    Ono Yusuke, Minami Atsushi, Noike Motoyoshi, Higuchi Yusuke, Toyomasu Tomonobu, Sassa Takeshi, Kato Nobuo, Dairi Tohru

    Symposium on the Chemistry of Natural Products, symposium papers   ( 52 )   487 - 492   2010.9

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    Fusicoccin A (FC) and cotylenin A (CN) are structurally resemble to brassicicene C (BC) except for sugar moieties and bydroxylated positions, and showed different biological activities toward human myeloid leukemia cells. Therefore, sugar moieties and/or hydrosyl groups would have critical roles in the acquisition of these specific biological activities. We previously identified the FC and BC biosynthetic gene clusters in the plant pathogenic fungus Phomopsis amygdali and Alternaria brassiciola ATCC96836, and showed that fusicoccadiene (FD) synthase and two cytochrome P450s in the BC biosynthetic gene cluster were involved in the formation of fusicoccadiene-8β,16-diol(FD 8β,16-diol). By the analysis of biosynthetic intgermediates and feeding experiments, the early biosynthetic steps would perhaps be the same in the FC and BC pathways. In this study, we identified the enzymes involved in the biosynthetic step afer the diol formation. We examined the function of the α-ketoglutarate dependent dioxygenase (DOX) located in the BC and FC biosynthetic gene cluster (BC-DOX and FC-DOX). BC-DOX and FC-DOX enzymatic activities were assayed using FD 8β,16-diol as the substrate. Two reaction products were formed by BC-DOX. One was determined to be 3-hydroxylated FD 8β,16-diol and the other was a shunt productr. On the other hand, FC-DOX catalyzed the 16-oxydation to yield 8β-hydroxyfusicocca-1,10(14)-dien-15-al, although FC-DOX had 51% amino acid identities with BC-DOX. Moreover, FC-SDR, which was located in the FC biosynthetic gene cluster, was also shown to catalyze the reduction of the aldehyde to yield fusicocca-1,10(14)-diene-8β,16-diol. Thus, we clearly showed that the DOXs played the critical roles for the formation of the FC type and CN/BC type aglydons. Based on these results, we estimated the reaction mechanisms catalyzed by BC-DOX and FC-DOX/FC-SDR.

    DOI： 10.24496/tennenyuki.52.0_487

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  • Study on the Enzymatic Construction of Polyether Skeleton

    Minami Atsushi, Shichijyo Yoshihiro, Migita Akira, Matsuura Yuusuke, Inada Daiki, Watanabe Mami, Tokiwano Tetsuo, Watanabe Kenji, Oguri Hiroki, Oikawa Hideaki

    Symposium on the Chemistry of Natural Products, symposium papers   ( 51 )   91 - 96   2009.9

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    Polyether natural products such as monensin, salinomycin, and brevetoxin are one of the biosynthetic pathway of the polyether skeletons, which is a structural feature of these natural products, was proposed as follows; epoxidation of linear polyene, produced by polyketide synthase (PKS), followed by the cyclization of the generated polyepoxide to afford polyether skeleton (known as Cane-Celmer-Westley model). After this proposal, several groups attempted to prove this hypothesis, however, a detailed mechanism to the enzymatic polyether ring formation is still unconfirmed. Recently, we identified the whole biosynthetic gene cluster of lasalocid A, which is one of the most important ionophore antibiotics produced by Streptomyces lasaliensis. Among this cluster, lsd19, which showed significant homology to the putative epoxide hydrolase genes such as monBI and monBII involved in monensin biosynthesis, was assumed to be responsible for the construction of the polyether skeleton. Actually, in vitro analysis of Lsd19 clearly showed that Lsd19 catalyzes polyether ring formation from bisepoxyprelasalocid to lasalocid A. This is the first direxct experimental evidence of Cane-Celmer-Westley model. In thid presentation, details of the functional analysis of Lsd19 will be discussed.

    DOI： 10.24496/tennenyuki.51.0_91

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  • 配糖体のオーダーメードに一歩前進？

    南篤志

    化学   63 ( 10 )   68 - 69   2008

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  • 2 Biosynthesis of Macrolactam Polyketide Antibiotic Vicenistatin

    Ogasawara Yasushi, Minami Atsushi, Katayama Kinya, Otsuka Miyuki, Nishida Hiroshi, Eguchi Tadashi, Kakinuma Katsumi

    Symposium on the Chemistry of Natural Products, symposium papers   45   7 - 12   2003

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    Language：Japanese   Publisher：Symposium on the Chemistry of Natural Products Steering Committee  

    Vicenistatin, an antitumor antibiotic isolated from Streptomyces halstedii HC34, is a unique 20-membered macrocyclic lactam with a novel aminosugar vicenisamine. We have been interested in the biosynthesis of vicenistatin, because the aglycon is distinct from regular polyketides solely consisting of lower fatty acid units. Isotope tracer experiments of ^<13>C-labeled acetate and propionate showed that C-1 to C-16 of the aglycon was derived from acetate and propionate in a standard polyketide biosynthetic pathway, and incorporation of intact acetate into C-17 and C-18 strongly suggested that a possible starter unit was derived from glutamate via 3-methylaspartate. Feeding experiments of deuterated glutamate, [^<15>N]-glutamate and deuterated (2S,3S)-3-methylaspartate showed that glutamate mutase, which is known to convert glutamate to 3-methylaspartate, was actually involved in the biosynthesis of the aglycon. However, (2S,3R)-3-methylaspartate and DL-3-amino-2-methylpropionate were not incorporated into vicenistatin. Thus, epimerization of the methylated site is involved in the starter biosynthesis, but its timing is yet to be clarified. The vicenistatin gene cluster (vin) spanning ca. 64kbp was successfully cloned and sequenced by using consensus sequences of dTDP-glucose 4,6-dehydratase and dTDP-4-keto-6-deoxyglucose 2,3-dehydratase which were usually involved in the early steps of the 2,6-deoxysugar biosynthesis. The vin cluster contains ORFs encoding proteins homologous to polyketide synthases (vinP1-4), glutamate mutase (vinH, I), acyl CoA ligase (vinN) and decarboxylase (vinO). VinN and VinO appear to be involved in the formation of the starter unit of aglycon from the earlier intermediate 3-methylaspartate generated by VinH and VinI. VinP1-4, consisting of eight extending modules and a terminal thioesterase domain, are responsible to produce the whole aglycon polyketide. Also contained in the cluster are ORFs homologous to 4,6-dehydratase (vinB), 2,3-dehydratase (vinD), aminotransferase (vinF), N-methyltransferase (vinG) and glycosyltransferase (vinC), for the vicenisamine biosynthesis. Furthermore, VinC was heterologously expressed in Escherichia coil and purified. The glycosyl transfer reaction from dTDP-vicenisamine to the aglycon was confirmed with the recombinant VinC. These results proved that the abovementioned gene cluster encodes the vicenistatin biosynthetic enzymes.

    DOI： 10.24496/tennenyuki.45.0_7

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Awards

  • The Excellent Paper Award Published in Bioscience, Biotechnology, & Biochemistry

    2023.3   Structure and biosynthesis of ribosomal lipopeptide antibiotic albopeptins.

    Oikawa, H, Mizunoue, Y, Nakamura, T, Fukushi, E, Jiang, Y, Ozaki, T, Minami, A, Isono, K

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  • The Excellent Paper Award Published in Bioscience, Biotechnology, & Biochemistry

    2020.3   Biosynthetic study of conidiation-inducing factor conidiogenone: Heterologous production and cyclization mechanism of a key bifunctional diterpene synthase

    Shiina, T, Nakagawa, K, Fujisaki, Y, Ozaki, T, Liu, C, Toyomasu, T, Hashimoto, M, Koshino, H, Minami, A, Kawaide, H, Oikawa, H

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  • 平成28年度北海道大学研究総長賞奨励賞

    2017.1   北海道大学  

    南篤志

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  • 平成27年度日本化学会進歩賞

    2016.3  

    南篤志

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  • 第54回天然有機化合物討論会奨励賞（口頭発表）

    2012.9  

    南篤志

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  • The Excellent Paper Award Published in Bioscience, Biotechnology, & Biochemistry

    2012.3   Total biosynthesis of diterpene aphidicolin, a specific inhibitor of DNA polymerase: Heterologous expression of four biosynthetic genes in Aspergillus oryzae.

    Fujii, R, Minami, A, Tsukagoshi, T, Sato, N, Sahara, T, Ohgiya, S, Gomi, K, Oikawa, H

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  • 第42回天然物化学談話会奨励賞

    2007.7  

    南篤志

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Research Projects

  • 分子進化の概念を考慮した酵素機能制御法の提案と実証

    Grant number：25H01575  2025.4 - 2027.3

    日本学術振興会  科学研究費助成事業  学術変革領域研究(A)

    南 篤志

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    Grant amount：\10790000 （ Direct Cost: \8300000 、 Indirect Cost：\2490000 ）

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  • 不活性sp3炭素-水素結合の官能基化を基軸とする天然物構造多様化戦略の提案と実証

    Grant number：24H01741  2024.4 - 2026.3

    日本学術振興会  科学研究費助成事業  学術変革領域研究(A)

    南 篤志

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    Grant amount：\7020000 （ Direct Cost: \5400000 、 Indirect Cost：\1620000 ）

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  • 人工マルチモジュラーシステムの構築を基軸としたポリケタイド鎖の酵素合成

    Grant number：23K17984  2023.6 - 2025.3

    日本学術振興会  科学研究費助成事業  挑戦的研究(萌芽)

    南 篤志, 永木 愛一郎

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    Grant amount：\6500000 （ Direct Cost: \5000000 、 Indirect Cost：\1500000 ）

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  • 遺伝子情報に基づく天然物の化学構造推定

    Grant number：23H04533  2023.4 - 2025.3

    日本学術振興会  科学研究費助成事業 学術変革領域研究(A)  学術変革領域研究(A)

    南 篤志

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    Grant amount：\8450000 （ Direct Cost: \6500000 、 Indirect Cost：\1950000 ）

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  • 糸状菌由来ポリケタイド合成酵素の「系統学的分類則」と「立体制御則」の提案と検証

    Grant number：22H02204  2022.4 - 2026.3

    日本学術振興会  科学研究費助成事業 基盤研究(B)  基盤研究(B)

    南 篤志

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    Grant amount：\17290000 （ Direct Cost: \13300000 、 Indirect Cost：\3990000 ）

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  • 糸状菌由来ポリケタイド合成酵素の「系統学的分類則」と「立体制御則」の提案と検証

    Grant number：23K23471  2022.4 - 2026.3

    日本学術振興会  科学研究費助成事業  基盤研究(B)

    南 篤志

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    Grant amount：\17290000 （ Direct Cost: \13300000 、 Indirect Cost：\3990000 ）

    ポリケタイド系天然物を対象とし、その骨格構築に関わるPKS(-NRPS)の系統学的・機能的な共通点を基に申請者が提案した２つの仮説、仮説１）PKS(-NRPS)の系統学的な分類結果は、最終産物の化学構造と良く一致する、仮説２）ポリケタイド鎖伸長反応の立体特異性は、全てのPKS(-NRPS)で共通である、を実験的に検証する。具体的には、①仮説１の実験的検証、②仮説２の実験的な検証、③提案した立体化学制御則に従うPKSと制御則に反するPKSの機能的な類似点・相違点の解明を通して、糸状菌由来PKSの機能を明らかにする。初年度は、主に、①と②について検討した。
    <BR>
    HR-PKSの分子系統解析から機能解析例が限定的なグループを選択し、骨格構築酵素の機能解析と最終産物の異種宿主生産を行った。これにより、注目したグループが酸無水物型二量体を与えるグループであることを実験的に立証し、提唱した仮説１をサポートすることに成功した。

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  • Exploring new biologically active metabolites using unidentified gene clusters from Basidiomycota genomes

    Grant number：19H02891  2019.4 - 2022.3

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (B)  Grant-in-Aid for Scientific Research (B)

    Hideaki Oikawa

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    Grant amount：\17680000 （ Direct Cost: \13600000 、 Indirect Cost：\4080000 ）

    To develop the versatile methodology for genome mining of mushroom metabolites, we examined the production of terpenes using genomic DNA sequences. In this report, we initially identified high expression loci (hot spots) in Aspergillus oryzae by sequencing the genomic DNAs from highly yielding transformants which were obtained in our previous biosynthetic studies. Genome editing knock-in of all biosynthetic genes directly to the hot spot showed that A. oryzae correctly spliced more than 90% of the introns in the mushroom genomic DNA gene sequences. Then, we reconstituted two biosynthetic gene clusters using multiple rounds of knock-in of the cDNAs and newly developed repeatable genetic engineering by plasmid recycling. At 100% transformation rate, we obtained a transformant that produced bioactive terpenoids such as nerve growth- factor synthesis activator erinacine antitumor agent melleolides and other fungal metabolites.

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  • Elucidation of structural diversification mechanism of natural product focusing on gene duplication

    Grant number：19H02835  2019.4 - 2022.3

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research (B)

    Minami Atsushi

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    Grant amount：\17550000 （ Direct Cost: \13500000 、 Indirect Cost：\4050000 ）

    Talaromyces islandicus is a unique fungus that produces more than 20 numbers of anthraquinones (AQs) and their dimeric natural products, bisanthraquinones (BQs). These compounds share a 9,10-anthracenedione core derived from emodin. Two biosythentic genes for synthesizing AQs and BQs were characterized by performing heterologous expression, biotransformation, and in vitro enzymatic reactions, providing insight into the structural diversification mechanism to synthesize structurally related AQs/BQs.

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  • Predicting the chemical space generated by fungal polyketide synthase-nonribosomal peptide synthetase (PKS-NRPS) hybrid

    Grant number：17K19214  2017.6 - 2020.3

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Challenging Research (Exploratory)

    Minami Atsushi

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    Grant amount：\6500000 （ Direct Cost: \5000000 、 Indirect Cost：\1500000 ）

    Fungal polyketide synthase (PKS)-nonribosomal peptide synthetase (NRPS) hybrids are key enzymes for synthesizing structurally diverse hybrid natural products (NPs) with characteristic biological activities. Predicting their chemical space is of particular important in the field of natural product chemistry. Here, we conducted a phylogenetic analysis of PKS&#8211;NRPSs and a modification enzyme analysis of the corresponding biosynthetic gene cluster, revealing a hidden relationship between its genealogy and core structures. This unexpected result allowed us to predict 18 biosynthetic gene cluster (BGC) groups producing known carbon skeletons and 11 uncharacterized BGC groups. The limited number of carbon skeletons suggested that fungi tend to select PK skeletons for their survival during their evolution. This study provides insight into the chemical spaces of fungal PKs and the distribution of these biosynthetic gene clusters.

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  • Refactroing the biosynthesis of polyketide derivatives for synthesizing novel bioactive compounds

    Grant number：16H06446  2016.6 - 2021.3

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area)

    Minami Atsushi

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    Grant amount：\72020000 （ Direct Cost: \55400000 、 Indirect Cost：\16620000 ）

    Deciphering the biosynthesis of fungal natural products, especially focusing on polyketides, was examined by through heterologous expression and in vitro/in vivo functional analysis of biosynthetic enzymes. Of particular notable is that missing stereochemical course of the PK processings catalyzed by fungal polyketide synthase (PKS) was elucidated. Bioinformatics analysis of PKS supports the stereochemical course. During the experiments, we established Hot spot-Knock-in method selectively to introduce the biosynthetic genes into the high expression loci (Hot spot). This method is applied to reconstitute the biosynthetic machinery of fungal natural products and to check the splicing of the biosynthetic genes derived from Basidiomycetes fungi.

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  • Deciphering the structural diversification mechanism by terpene synthase

    Grant number：16H03277  2016.4 - 2019.3

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (B)  Grant-in-Aid for Scientific Research (B)

    Minami Atsushi

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    Grant amount：\19110000 （ Direct Cost: \14700000 、 Indirect Cost：\4410000 ）

    Sesterterpene synthase identified from fungi are a class-I terpene synthase, which catalyzes the formation of macrocyclic rings fused with a cyclopentane moiety. The key cyclization mechanism has been extensively studied through heterologous expression, mutational analysis, and DFT calculations. The difference between cyclization mechanisms is consistent with phylogenetic analysis of those sesterterpene synthases, suggesting that phylogenetic analysis provides a useful guideline for the prediction of cyclization products. The generality of this guideline was demonstrated by functional analysis of fungal sesquiterpene synthases.

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  • Development of versatile synthesis for fungal natural products by reconstitution of biosynthetic machinery

    Grant number：15H01835  2015.4 - 2018.3

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (A)  Grant-in-Aid for Scientific Research (A)

    Oikawa Hideaki

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    Grant amount：\40820000 （ Direct Cost: \31400000 、 Indirect Cost：\9420000 ）

    Using Aspergillus oryzae expression system, we have succeeded elucidation of enzymatic mechanism of several important natural products such as C20/C25-terpenes, ribosomal peptide and mushroom antibiotics. Especially, we proved the expression system is reliable for production of known and novel natural products (terpenoids) using uncharacterized biosynthetic gene clusters.

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  • Construction of convergent library for fungal cytochrome P450s and its application to exploring novel functions

    Grant number：15K12737  2015.4 - 2017.3

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research Grant-in-Aid for Challenging Exploratory Research  Grant-in-Aid for Challenging Exploratory Research

    Oikawa Hideaki, MINAMI Atsushi

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    Grant amount：\3640000 （ Direct Cost: \2800000 、 Indirect Cost：\840000 ）

    Heterologous expression of cytochrome P450 for fungal natural product biosynthesis has been employed. We succeeded to prepare library of multiple P450-expressed transformants. Using this unique library, we performed the screening the transformants and found various conversion to generate a number of new metabolites although their productions were relatively low.

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  • Functional analysis of key enzymes involved in the polyether construction and application for chemo-enzymatic synthesis of polyether natural products

    Grant number：26750361  2014 - 2015

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Young Scientists (B)

    MINAMI ATSUSHI

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    Authorship：Principal investigator  Grant type：Competitive

    Grant amount：\3770000 （ Direct Cost: \2900000 、 Indirect Cost：\870000 ）

    Complex polyether natural products are constructed by epoxidations followed by cyclizations as exemplified by Cane, Celmer and Westley. Two key enzymes, epoxidase and epoxide hydrolase, are involved in the highly regioselective and stereoselective reactions. To elucidate the function of those enzymes, we conducted in vitro (or in vivo) analysis utilizing substrate analogs and figure out the regulation mechanism in part. Additionally, we achieved chemoenzymatic synthesis of oxasqualenoid by utilizing functionally characterized EPX. These findings open the door for the enzymatic synthesis of polyether skeleton.

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  • Development of a rational protocol searching novel biosynthetic gene clusters for natural product synthesis

    Grant number：25560398  2013.4 - 2015.3

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research Grant-in-Aid for Challenging Exploratory Research  Grant-in-Aid for Challenging Exploratory Research

    OIKAWA Hideaki, ISHIKAWA Jun, MINAMI Atsushi

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    Grant amount：\3770000 （ Direct Cost: \2900000 、 Indirect Cost：\870000 ）

    To identify novel type-gene clusters of natural products in fungal genome, we chose the fungal dimeric anhydrides zopfiellin and phomoidride. Draft genome sequences of two anhydride producing fungi allowed us to identify three enzyme genes that were commonly located in two individual clusters. Heterologous expression of three genes responsible for the phomoidride monomer synthesis in Aspergillus oryzae has successfully provided phomoidride monomer derivative. In addition, the enzymatic reactions of two recombinant enzymes gave the corresponding monomers. The anhydrides from the enzymatic reactions were identical to the synthetic monomers, thus confirming their structures. Based on these results, we have developed the method identifying novel gene cluster for the biosynthesis of alkylcitrate natural products.

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  • Reconstitution of anticancer agent-biosynthetic machinery and elucidation of its mechanism on molecular diversification

    Grant number：22108002  2010 - 2014

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area)

    OIKAWA Hideaki, MINAMI Atsushi, OGURI Hiroki

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    Authorship：Collaborating Investigator(s) (not designated on Grant-in-Aid)  Grant type：Competitive

    Grant amount：\83590000 （ Direct Cost: \64300000 、 Indirect Cost：\19290000 ）

    “Total biosynthesis” is a novel approach to provide natural products. To achieve total biosynthesis of fungal metabolites, Aspergillus oryzae expression system is one of a promising tool due to highly reliable expression of biosynthetic enzyme genes. Complete stepwise reconstitution of biosynthetic machinery is a key issue of total biosynthesis. This provides not only information of complete reaction sequence but target natural product together with all reaction intermediates which allow us to study enzymatic mechanism of a specific step. We have achieved genome mining, total biosynthesis of structurally unique metabolites and elucidation of complex reaction mechanism of modification enzymes.

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  • Biosynthetic study of polyether skeleton : functional analysis of epoxidase and epoxide hydrolase.

    Grant number：21710213  2009 - 2010

    Ministry of Education, Culture, Sports, Science and Technology  Grants-in-Aid for Scientific Research(若手研究(B))  若手研究(B)

    Atsushi MINAMI

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    Authorship：Principal investigator  Grant type：Competitive

    Grant amount：\3640000 （ Direct Cost: \2800000 、 Indirect Cost：\840000 ）

    Functional analysis of two enzymes, epoxidase and epoxide hydrolase, involved in ionophore polyether biosynthesis advances our understanding of the enzymatic asymmetric epoxidation and epoxide-opening cascades. These findings open the door for the enzymatic synthesis of polyether skeleton.

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