Updated on 2026/02/04

写真a

 
MATSUDA TOMOKO
 
Organization
School of Life Science and Technology Associate Professor
Title
Associate Professor
External link

Degree

  • Doctor of Science ( Kyoto University )

Research Interests

  • Biocatalysis

  • 生体触媒化学

Research Areas

  • Life Science / Bioorganic chemistry  / carbon dioxide, enzyme, organic synthesis

Education

  • Kyoto University

    1994.10 - 1999.3

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    Country: Japan

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  • Trenton State College

    1990.10 - 1994.5

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Research History

  • Ryukoku University

    1999.4 - 2004.9

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Professional Memberships

Committee Memberships

  • 日本化学会   関東支部 幹事  

    2017.3 - 2019.2   

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  • 生体触媒化学研究会   幹事  

    2004.12   

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    Committee type:Academic society

    生体触媒化学研究会

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  • 化学工学会   バイオ部会 幹事会 委員  

       

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    Committee type:Academic society

    化学工学会

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  • 日本農芸化学会   関東支部 代議員  

       

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Papers

  • Highly enantioselective reduction of benzophenones by engineered Geotrichum candidum alcohol dehydrogenase

    Zhongyao Tang, Guillermo Germán Otárola Tejada, Afifa Ayu Koesoema, Tomoko Matsuda

    Applied Microbiology and Biotechnology   2026.1

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    Publishing type:Research paper (scientific journal)  

    DOI: 10.1007/s00253-026-13717-0

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  • Medium engineering of lipase‐catalyzed reaction using CO2

    Tomoko Matsuda, Hai Nam Hoang

    Journal of the American Oil Chemists' Society   2025.2

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    Publishing type:Research paper (scientific journal)  

    DOI: 10.1002/aocs.12895

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  • Substrate expansion of Geotrichum candidum alcohol dehydrogenase towards diaryl ketones by mutation

    Zhongyao Tang, Yuuki Takagi, Afifa Ayu Koesoema, Tomoko Matsuda

    Applied Microbiology and Biotechnology   2024.12

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    Publishing type:Research paper (scientific journal)  

    DOI: 10.1007/s00253-024-13375-0

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  • Substrate Promiscuity of Thermoplasma acidophilum Malic Enzyme for CO2 Fixation Reaction International journal

    Yuri Oku, Tomoko Matsuda

    JACS Au   4 ( 5 )   1758 - 1762   2024.5

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

    DOI: 10.1021/jacsau.4c00290

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  • Application of Immobilized Enzymes in Flow Biocatalysis for Efficient Synthesis

    Zhongyao Tang, Yuri Oku, Tomoko Matsuda

    Organic Process Research & Development   28 ( 5 )   1308 - 1326   2024.5

  • Sustainable approach for highly-enantioselective synthesis of lactones by a Baeyer-Villiger monooxygenase from Fusarium

    Lan Huong Le Viet, Mayumi Tamura, Tomoko Matsuda

    Tetrahedron   154   2024.3

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    Publishing type:Research paper (scientific journal)  

    DOI: 10.1016/j.tet.2024.133875

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  • Immobilization of Thermoplasma acidophilum Glucose Dehydrogenase and Isocitrate Dehydrogenase Through Enzyme-Inorganic Hybrid Nanocrystal Formation International journal

    Shusuke Oshima, Yuri Oku, Kotchakorn T.sriwong, Yutaro Kimura, Tomoko Matsuda

    Current Microbiology   81 ( 2 )   67 - 67   2024.2

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

    DOI: 10.1007/s00284-023-03577-6

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  • Asymmetric synthesis of sulfoxides by novel Baeyer-Villiger monooxygenase from Fusarium

    Lan Huong Le Viet, Hiroumi Nemoto, Mayumi Tamura, Tomoko Matsuda

    Tetrahedron   131   2023.1

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    Publishing type:Research paper (scientific journal)  

    DOI: 10.1016/j.tet.2022.133204

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  • Enzyme immobilization on a 3D-printed reactor for aldehyde oxidation to carboxylic acid under mild conditions

    Kou Nakahara, Kotchakorn T.sriwong, Muhammad Arisyi Hawari, Akira Tanaka, Tomoko Matsuda

    Reaction Chemistry & Engineering   8 ( 3 )   543 - 547   2023

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    Publishing type:Research paper (scientific journal)  

    DOI: 10.1039/D2RE00547F

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  • Recent Advances in Enzyme Immobilization Utilizing Nanotechnology for Biocatalysis

    Kotchakorn T.sriwong, Tomoko Matsuda

    Organic Process Research & Development   26 ( 7 )   1857 - 1877   2022.7

  • Rate enhancement of lipase-catalyzed reaction using CO<inf>2</inf>-expanded liquids as solvents for chiral tetralol synthesis

    Yuichi Suzuki, Kosuke Taniguchi, Hai Nam Hoang, Mayumi Tamura, Tomoko Matsuda

    Tetrahedron Letters   99   2022.6

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    Publishing type:Research paper (scientific journal)  

    DOI: 10.1016/j.tetlet.2022.153837

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  • Immobilization of Baeyer-Villiger monooxygenase from acetone grown Fusarium sp. International journal

    Michio Takagi, Kotchakorn T Sriwong, Ayaka Masuda, Nozomi Kawaguchi, Shusuke Fukui, Lan Huong Le Viet, Dai-Ichiro Kato, Takashi Kitayama, Mikio Fujii, Afifa Ayu Koesoema, Tomoko Matsuda

    Biotechnology letters   44 ( 3 )   461 - 471   2022.3

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

    DOI: 10.1007/s10529-022-03224-3

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  • Geotrichum candidum acetophenone reductase immobilization on reduced graphene oxide: A promising biocatalyst for green asymmetric reduction of ketones

    Kotchakorn T.sriwong, Ramma Kamogawa, Cinthya Soreli Castro Issasi, Mitsuru Sasaki, Tomoko Matsuda

    Biochemical Engineering Journal   177   2022.1

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    Publishing type:Research paper (scientific journal)  

    DOI: 10.1016/j.bej.2021.108263

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  • Facile mussel-inspired polydopamine-coated 3D-printed bioreactors for continuous flow biocatalysis

    Kotchakorn T.sriwong, Tomoko Matsuda

    Reaction Chemistry & Engineering   7 ( 5 )   1053 - 1060   2022

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    Publishing type:Research paper (scientific journal)   Publisher:Royal Society of Chemistry ({RSC})  

    DOI: 10.1039/D2RE00040G

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  • The protein-stabilizing effects of TMAO in aqueous and non-aqueous conditions International journal

    Hassan Monhemi, Hai Nam Hoang, Daron M. Standley, Tomoko Matsuda, Mohammad Reza Housaindokht

    Physical Chemistry Chemical Physics   24 ( 35 )   21178 - 21187   2022

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:Royal Society of Chemistry ({RSC})  

    DOI: 10.1039/D2CP01279K

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  • Geotrichum candidum aldehyde dehydrogenase-inorganic nanocrystal with enhanced activity International journal

    Kotchakorn T.sriwong, Kazuki Ogura, Muhammad Arisyi Hawari, Tomoko Matsuda

    Enzyme and Microbial Technology   150   109866 - 109866   2021.10

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    DOI: 10.1016/j.enzmictec.2021.109866

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  • Enzymatic direct carboxylation under supercritical CO2

    Kristian Ray Angelo Are, Shusuke Ohshima, Yusuke Koike, Yoshihisa Asanuma, Shogo Kashikura, Mayumi Tamura, Tomoko Matsuda

    Biochemical Engineering Journal   171   2021.7

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    Publishing type:Research paper (scientific journal)  

    DOI: 10.1016/j.bej.2021.108004

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  • Application of Nonaqueous Media in Biocatalysis

    Afifa A. Koesoema, Tomoko Matsuda

    Biocatalysis for Practitioners: Techniques, Reactions and Applications   245 - 274   2021.1

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    Publishing type:Part of collection (book)  

    DOI: 10.1002/9783527824465.ch9

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  • CO<inf>2</inf>-expanded liquids as solvents to enhance activity of Pseudozyma antarctica lipase B towards ortho-substituted 1-phenylethanols

    Moeko Otsu, Yuichi Suzuki, Afifa Ayu Koesoema, Hai Nam Hoang, Mayumi Tamura, Tomoko Matsuda

    Tetrahedron Letters   61 ( 42 )   2020.10

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    DOI: 10.1016/j.tetlet.2020.152424

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  • Oxidation of aromatic and aliphatic aldehydes to carboxylic acids by Geotrichum candidum aldehyde dehydrogenase

    Tomoyasu Hoshino, Emi Yamabe, Muhammad Arisyi Hawari, Mayumi Tamura, Shuji Kanamaru, Keisuke Yoshida, Afifa Ayu Koesoema, Tomoko Matsuda

    Tetrahedron   76 ( 33 )   2020.8

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    Publishing type:Research paper (scientific journal)  

    DOI: 10.1016/j.tet.2020.131387

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  • Impact and relevance of alcohol dehydrogenase enantioselectivities on biotechnological applications International journal

    Afifa Ayu Koesoema, Daron M. Standley, Toshiya Senda, Tomoko Matsuda

    Applied Microbiology and Biotechnology   104 ( 7 )   2897 - 2909   2020.4

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    Language:English   Publisher:Springer Science and Business Media {LLC}  

    DOI: 10.1007/s00253-020-10440-2

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  • Control of enantioselectivity in the enzymatic reduction of halogenated acetophenone analogs by substituent positions and sizes

    Afifa Ayu Koesoema, Daron M. Standley, Shusuke Ohshima, Mayumi Tamura, Tomoko Matsuda

    Tetrahedron Letters   61 ( 18 )   151820 - 151820   2020.4

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    Publishing type:Research paper (scientific journal)   Publisher:Elsevier {BV}  

    DOI: 10.1016/j.tetlet.2020.151820

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  • Access to both enantiomers of substituted 2-tetralol analogs by a highly enantioselective reductase

    Afifa Ayu Koesoema, Daron M. Standley, Kotchakorn T.sriwong, Mayumi Tamura, Tomoko Matsuda

    Tetrahedron Letters   61 ( 13 )   151682 - 151682   2020.3

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    Publishing type:Research paper (scientific journal)   Publisher:Elsevier {BV}  

    DOI: 10.1016/j.tetlet.2020.151682

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  • Organic–inorganic nanocrystal reductase to promote green asymmetric synthesis

    Kotchakorn T.sriwong, Afifa Ayu Koesoema, Tomoko Matsuda

    RSC Advances   10 ( 51 )   30953 - 30960   2020

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    Publishing type:Research paper (scientific journal)  

    DOI: 10.1039/D0RA03160G

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  • Structural basis for a highly (S)-enantioselective reductase towards aliphatic ketones with only one carbon difference between side chain International journal

    Afifa Ayu Koesoema, Yosuke Sugiyama, Zichang Xu, Daron M. Standley, Miki Senda, Toshiya Senda, Tomoko Matsuda

    Applied Microbiology and Biotechnology   103 ( 23-24 )   9543 - 9553   2019.12

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:Springer Science and Business Media {LLC}  

    DOI: 10.1007/s00253-019-10093-w

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  • Reversible control of enantioselectivity by the length of ketone substituent in biocatalytic reduction International journal

    Afifa Ayu Koesoema, Yosuke Sugiyama, Kotchakorn T. Sriwong, Zichang Xu, Samantha Verina, Daron M. Standley, Miki Senda, Toshiya Senda, Tomoko Matsuda

    Applied Microbiology and Biotechnology   103 ( 23-24 )   9529 - 9541   2019.12

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    DOI: 10.1007/s00253-019-10206-5

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  • Correction to: Structural basis for a highly (S)-enantioselective reductase towards aliphatic ketones with only one carbon difference between side chain. Reviewed International journal

    Afifa Ayu Koesoema, Yosuke Sugiyama, Zichang Xu, Daron M Standley, Miki Senda, Toshiya Senda, Tomoko Matsuda

    Applied microbiology and biotechnology   103 ( 23-24 )   9555 - 9555   2019.12

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    The original version of this article contains error for some of the authors corrections were not included during correction stage.

    DOI: 10.1007/s00253-019-10138-0

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  • CHAPTER 7: Biocatalysis in Supercritical and Liquid Carbon Dioxide and Carbon Dioxide-expanded Liquids

    Hai Nam Hoang, Kristian Ray Angelo Are, Tomoko Matsuda

    RSC Green Chemistry   2018-January ( 57 )   191 - 220   2018

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    Publishing type:Part of collection (book)  

    DOI: 10.1039/9781788013543-00191

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  • Modulating Biocatalytic Activity toward Sterically Bulky Substrates in CO<inf>2</inf>-Expanded Biobased Liquids by Tuning the Physicochemical Properties

    Hai N. Hoang, Emanuel Granero-Fernandez, Shinjiro Yamada, Shuichi Mori, Hiroyuki Kagechika, Yaocihuatl Medina-Gonzalez, Tomoko Matsuda

    ACS Sustainable Chemistry and Engineering   5 ( 11 )   11051 - 11059   2017.11

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    DOI: 10.1021/acssuschemeng.7b03018

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  • Biotransformation Using Liquid and Supercritical CO<inf>2</inf>

    Hai N. Hoang, Tomoko Matsuda

    Future Directions in Biocatalysis: Second Edition   3 - 25   2017.8

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    DOI: 10.1016/B978-0-444-63743-7.00001-9

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  • CO<inf>2</inf>-expanded bio-based liquids as novel solvents for enantioselective biocatalysis

    Hai Nam Hoang, Yoshihiro Nagashima, Shuichi Mori, Hiroyuki Kagechika, Tomoko Matsuda

    Tetrahedron   73 ( 20 )   2984 - 2989   2017

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    DOI: 10.1016/j.tet.2017.04.024

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  • Enzymatic Asymmetric Reduction of Carbonyl Compounds

    Tomoko Matsuda, Rio Yamanaka, Kaoru Nakamura

    Green Biocatalysis   307 - 330   2016.5

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    DOI: 10.1002/9781118828083.ch11

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  • Expanding substrate scope of lipase-catalyzed transesterification by the utilization of liquid carbon dioxide

    Hai Nam Hoang, Tomoko Matsuda

    Tetrahedron   72 ( 46 )   7229 - 7234   2016

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    Publishing type:Research paper (scientific journal)  

    DOI: 10.1016/j.tet.2015.11.052

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  • Biocatalysis in Organic Solvents, Supercritical Fluids and Ionic Liquids

    Chen Cao, Tomoko Matsuda

    Organic Synthesis Using Biocatalysis   67 - 97   2016

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    DOI: 10.1016/B978-0-12-411518-7.00003-2

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  • Crystallization and preliminary crystallographic analysis of acetophenone reductase from Geotrichum candidum NBRC 4597. International journal

    Yosuke Sugiyama, Miki Senda, Toshiya Senda, Tomoko Matsuda

    Acta crystallographica. Section F, Structural biology communications   71 ( Pt 3 )   320 - 3   2015.3

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    DOI: 10.1107/S2053230X15002265

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  • Liquid carbon dioxide as an effective solvent for immobilized Candida antarctica lipase B catalyzed transesterification

    Tomoko Matsuda

    Tetrahedron Letters   56 ( 4 )   639 - 641   2015.1

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    DOI: 10.1016/j.tetlet.2014.12.080

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  • Acetophenone reductase with extreme stability against a high concentration of organic compounds or an elevated temperature. International journal

    Takuro Yamamoto, Yasuo Nakata, Chen Cao, Yosuke Sugiyama, Yoshihisa Asanuma, Shuji Kanamaru, Tomoko Matsuda

    Applied microbiology and biotechnology   97 ( 24 )   10413 - 21   2013.12

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    DOI: 10.1007/s00253-013-4801-5

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  • Purification and characterization of fluorinated ketone reductase from Geotrichum candidum NBRC 5767

    Chen Cao, Takuro Fukae, Takuro Yamamoto, Shuji Kanamaru, Tomoko Matsuda

    Biochemical Engineering Journal   76   13 - 16   2013.7

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    DOI: 10.1016/j.bej.2013.04.005

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  • Recent progress in biocatalysis using supercritical carbon dioxide.

    Tomoko Matsuda

    Journal of bioscience and bioengineering   115 ( 3 )   233 - 41   2013.3

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  • Reduction of acetophenones with methyl fluorines and a bulky group on the aromatic ring using microorganisms and related enzymes

    Chika Abe, Takahiro Sugawara, Takuya MacHida, Toshinori Higashi, Kengo Hanaya, Mitsuru Shoji, Chen Cao, Takuro Yamamoto, Tomoko Matsuda, Takeshi Sugai

    Journal of Molecular Catalysis B: Enzymatic   82   86 - 91   2012.10

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    DOI: 10.1016/j.molcatb.2012.06.010

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  • Asymmetric Catalytic Synthesis in Supercritical Fluids

    Tomoko Matsuda

    Catalytic Methods in Asymmetric Synthesis: Advanced Materials, Techniques, and Applications   373 - 390   2011.7

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    DOI: 10.1002/9781118087992.ch9

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  • Transesterification of supercritical ethyl acetate by higher alcohol

    Masafumi Fusayasu, Takashi Kamitanaka, Takashi Sunamura, Tomoko Matsuda, Tsutomu Osawa, Tadao Harada

    Journal of Supercritical Fluids   54 ( 2 )   231 - 236   2010.8

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    Publishing type:Research paper (scientific journal)  

    DOI: 10.1016/j.supflu.2010.04.004

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  • Ring-methylation of pyrrole and indole using supercritical methanol Reviewed

    Nobuhiro Kishida, Takashi Kamitanaka, Masafumi Fusayasu, Takashi Sunamura, Tomoko Matsuda, Tsutomu Osawa, Tadao Harada

    TETRAHEDRON   66 ( 27-28 )   5059 - 5064   2010.7

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    DOI: 10.1016/j.tet.2010.04.122

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  • Stabilization of pyruvate decarboxylase under a pressurized carbon dioxide/water biphasic system

    Tomoko Matsuda, Koji Nakayama, Taisuke Abe, Masaharu Mukouyama

    Biocatalysis and Biotransformation   28 ( 3 )   167 - 171   2010.5

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    Publishing type:Research paper (scientific journal)  

    DOI: 10.3109/10242421003734696

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  • Chiral Pyrrolidine-substituted ionic liquid-mediated activation of enzyme

    Toshiyuki Itoh, Yoshikazu Abe, Takuya Hirakawa, Nagisa Okano, Shino Nakajima, Shuichi Hayase, Motoi Kawatsura, Tomoko Matsuda, Kaoru Nakamura

    ACS Symposium Series   1038   155 - 167   2010.4

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    Publishing type:Research paper (international conference proceedings)  

    DOI: 10.1021/bk-2010-1038.ch013

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  • Purification and characterization of acetophenone reductase with excellent enantioselectivity from Geotrichum candidum NBRC 4597. International journal

    Yasuo Nakata, Takuro Fukae, Ryoji Kanamori, Shuji Kanamaru, Tomoko Matsuda

    Applied microbiology and biotechnology   86 ( 2 )   625 - 31   2010.3

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

    DOI: 10.1007/s00253-009-2329-5

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  • A novel method for enzymatic asymmetric reduction of ketones in a supercritical carbon dioxide/water biphasic system Reviewed

    Tadao Harada, Yuki Kubota, Takashi Kamitanaka, Kaoru Nakamura, Tomoko Matsuda

    TETRAHEDRON LETTERS   50 ( 34 )   4934 - 4936   2009.8

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    DOI: 10.1016/j.tetlet.2009.06.063

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  • The Meerwein-Ponndorf-Verley-Oppenauer type reaction in supercritical or high-temperature alcohols or acetone without catalyst: Effect of oxidation enthalpy and solvent concentrations on yield

    Takashi Kamitanaka, Yasunori Ono, Hiroyuki Morishima, Tatsuyoshi Hikida, Tomoko Matsuda, Tadao Harada

    Journal of Supercritical Fluids   49 ( 2 )   221 - 226   2009.6

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    Publishing type:Research paper (scientific journal)  

    DOI: 10.1016/j.supflu.2009.01.006

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  • Novel continuous carboxylation using pressurized carbon dioxide by immobilized decarboxylase Reviewed

    Tomoko Matsuda, Ryo Marukado, Shinichi Koguchi, Toru Nagasawa, Masaharu Mukouyama, Tadao Harada, Kaoru Nakamura

    TETRAHEDRON LETTERS   49 ( 41 )   6019 - 6020   2008.10

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    DOI: 10.1016/j.tetlet.2008.08.004

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  • Asymmetric reduction of ketones by Geotrichum candidum: immobilization and application to reactions using supercritical carbon dioxide Reviewed

    Tomoko Matsuda, Ryo Marukado, Masaharu Mukouyama, Tadao Harada, Kaoru Nakamura

    TETRAHEDRON-ASYMMETRY   19 ( 19 )   2272 - 2275   2008.10

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

    DOI: 10.1016/j.tetasy.2008.09.018

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  • Transformation of benzonitrile into benzyl alcohol and benzoate esters in supercritical alcohols

    Takashi Kamitanaka, Kenji Yamamoto, Tomoko Matsuda, Tadao Harada

    Tetrahedron   64 ( 24 )   5699 - 5702   2008.6

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    Publishing type:Research paper (scientific journal)  

    DOI: 10.1016/j.tet.2008.04.029

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  • Reduction of various functionalities

    Kaoru Nakamura, Tomoko Matsuda

    Enzyme Catalysis in Organic Synthesis: Second Edition   1033 - 1047   2008.4

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    DOI: 10.1002/9783527618262.ch15b

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  • Reduction of ketones

    Kaoru Nakamura, Tomoko Matsuda

    Enzyme Catalysis in Organic Synthesis: Second Edition   991 - 1033   2008.4

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    DOI: 10.1002/9783527618262.ch15a

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  • Enzyme-Catalyzed Reduction of Carbonyl Compounds

    Kaoru Nakamura, Tomoko Matsuda

    Modern Reduction Methods   209 - 234   2008.4

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    Publishing type:Part of collection (book)  

    DOI: 10.1002/9783527622115.ch9

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  • Direct addition of supercritical alcohols, acetone or acetonitrile to the alkenes without catalysts Reviewed

    Takashi Karnitanaka, Tatsuyoshi Hikida, Satoshi Hayashi, Nobuhiro Kishida, Tomoko Matsuda, Tadao Harada

    TETRAHEDRON LETTERS   48 ( 48 )   8460 - 8463   2007.11

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    DOI: 10.1016/j.tetlet.2007.09.159

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  • Carboxylation of pyrrole to pyrrole- 2-carboxylate by cells of bacillus megaterium in supercritical carbon dioxide

    Tomoko Matsuda, Tadao Harada, Toru Nagasawa, Kaoru Nakamura

    Catalysts for Fine Chemical Synthesis: Metal Catalysed Carbon-Carbon Bond-Forming Reactions   3   247 - 250   2005.1

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    DOI: 10.1002/0470862017.ch12

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  • Reactions of supercritical alcohols with unsaturated hydrocarbons

    Tsuyoshi Nakagawa, Hiroshi Ozaki, Takashi Kamitanaka, Hidekazu Takagi, Tomoko Matsuda, Toshiyuki Kitamura, Tadao Harada

    Journal of Supercritical Fluids   27 ( 3 )   255 - 261   2003.12

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    DOI: 10.1016/S0896-8446(02)00269-3

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  • Reduction of acetophenone using supercritical 2-propanol: the substituent effect and the deuterium kinetic isotope effect Reviewed

    T Kamitanaka, T Matsuda, T Harada

    TETRAHEDRON LETTERS   44 ( 24 )   4551 - 4553   2003.6

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    DOI: 10.1016/S0040-4039(03)00975-4

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  • Crystallization condition of glassy syndiotactic polystyrene in supercritical CO<inf>2</inf>

    Takahiko Nakaoki, Yasuyuki Fukuda, Eyu Nakajima, Tomoko Matsuda, Tadao Harada

    Polymer Journal   35 ( 5 )   430 - 435   2003

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    DOI: 10.1295/polymj.35.430

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  • Asymmetric reduction of simple aliphatic ketones with dried cells of Geotrichum candidum Reviewed

    T Matsuda, Y Nakajima, T Harada, K Nakamura

    TETRAHEDRON-ASYMMETRY   13 ( 9 )   971 - 974   2002.5

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    DOI: 10.1016/S0957-4166(02)00226-4

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  • Control on enantioselectivity with pressure for lipase-catalyzed esterification in supercritical carbon dioxide Reviewed

    T Matsuda, R Kanamaru, K Watanabe, T Harada, K Nakamura

    TETRAHEDRON LETTERS   42 ( 47 )   8319 - 8321   2001.11

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    DOI: 10.1016/S0040-4039(01)01785-3

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  • Asymmetric synthesis of (R)-2-chloro-1-(m-chlorophenyl)ethanol using acetone powder of Geotrichum candidum Reviewed

    H Hamada, T Miura, H Kumobayashi, T Matsuda, T Harada, K Nakamura

    BIOTECHNOLOGY LETTERS   23 ( 19 )   1603 - 1606   2001.10

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    DOI: 10.1023/A:1011922823367

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  • Enantioselective oxidation and reduction by Geotrichum candidum Reviewed

    T Matsuda, T Harada, K Nakamura

    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN   59 ( 7 )   659 - 669   2001.7

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    DOI: 10.5059/yukigoseikyokaishi.59.659

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  • Conversion of pyrrole to pyrrole-2-carboxylate by cells of Bacillus megaterium in supercritical CO2 Reviewed

    T Matsuda, Y Ohashi, T Harada, R Yanagihara, T Nagasawa, K Nakamura

    CHEMICAL COMMUNICATIONS   21 ( 21 )   2194 - 2195   2001

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    DOI: 10.1039/b105137g

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  • Mechanism for improving stereoselectivity for asymmetric reduction using acetone powder of microorganism Reviewed

    T Matsuda, T Harada, N Nakajima, K Nakamura

    TETRAHEDRON LETTERS   41 ( 21 )   4135 - 4138   2000.5

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    DOI: 10.1016/S0040-4039(00)00552-9

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  • Two classes of enzymes of opposite stereochemistry in an organism: One for fluorinated and another for nonfluorinated substrates Reviewed

    T Matsuda, T Harada, N Nakajima, T Itoh, K Nakamura

    JOURNAL OF ORGANIC CHEMISTRY   65 ( 1 )   157 - 163   2000.1

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    DOI: 10.1021/jo991283k

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  • Alcohol dehydrogenase is active in supercritical carbon dioxide Reviewed

    T Matsuda, T Harada, K Nakamura

    CHEMICAL COMMUNICATIONS   ( 15 )   1367 - 1368   2000

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    DOI: 10.1039/b004069j

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  • Stereoselective oxidation and reduction by immobilized Geotrichum candidum in an organic solvent

    Kaoru Nakamura, Yuko Inoue, Tomoko Matsuda, Ibuki Misawa

    Journal of the Chemical Society - Perkin Transactions 1   ( 16 )   2397 - 2402   1999

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    DOI: 10.1039/a900936a

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  • Asymmetric reduction of ketones by the acetone powder of Geotrichum candidum Reviewed

    K Nakamura, T Matsuda

    JOURNAL OF ORGANIC CHEMISTRY   63 ( 24 )   8957 - 8964   1998.11

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

    DOI: 10.1021/jo9812779

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  • Asymmetric reduction of trifluoromethyl ketones containing a sulfur functionality by the alcohol dehydrogenase from Geotrichum

    Kaoru Nakamura, Tomoko Matsuda, Makoto Shimizu, Tamotsu Fujisawa

    Tetrahedron   54 ( 29 )   8393 - 8402   1998.7

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    Publishing type:Research paper (scientific journal)  

    DOI: 10.1016/S0040-4020(98)00439-6

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  • Asymmetric synthesis of (S)-arylalkanols by microbial reduction Reviewed

    K Nakamura, T Matsuda, A Ohno

    TETRAHEDRON-ASYMMETRY   7 ( 10 )   3021 - 3024   1996.10

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

    DOI: 10.1016/0957-4166(96)00392-8

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  • Different stereochemistry for the reduction of trifluoromethyl ketones and methyl ketones catalyzed by alcohol dehydrogenase from Geotrichum

    Kaoru Nakamura, Tomoko Matsuda, Toshiyuki Itoh, Atsuyoshi Ohno

    Tetrahedron Letters   37 ( 32 )   5727 - 5730   1996.8

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    Publishing type:Research paper (scientific journal)  

    DOI: 10.1016/0040-4039(96)01211-7

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  • Asymmetric reduction of ketones by the acetone powder of Geotrichum candidum

    Kaoru Nakamura, Kazutada Kitano, Tomoko Matsuda, Atsuyoshi Ohno

    Tetrahedron Letters   37 ( 10 )   1629 - 1632   1996.3

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    Publishing type:Research paper (scientific journal)  

    DOI: 10.1016/0040-4039(96)00073-1

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  • Microbial deracemization of 1-arylethanol

    Kaoru Nakamura, Yuko Inoue, Tomoko Matsuda, Atsuyoshi Ohno

    Tetrahedron Letters   36 ( 35 )   6263 - 6266   1995.8

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    Publishing type:Research paper (scientific journal)  

    DOI: 10.1016/0040-4039(95)01255-G

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Books

  • Future directions in biocatalysis, 2nd edition

    Tomoko Matsuda

    Elsevier  2017.8  ( ISBN:9780444637437

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    Total pages:xix, 442 p.   Language:English  

    CiNii Books

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  • Future directions in biocatalysis

    Tomoko Matsuda

    Elsevier  2007.6  ( ISBN:9780444530592

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    Total pages:xi, 352 p.   Language:English  

    CiNii Books

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MISC

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Awards

  • 第25回酵素応用シンポジウム 研究奨励賞

    2024.6   天野エンザイム科学技術振興財団  

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  • 竹田国際貢献賞

    2018.10   竹田理化工業株式会社  

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  • 守田科学研究奨励賞

    2006  

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    Country:Japan

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  • 大正製薬研究企画賞

    2001  

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    Country:Japan

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  • Achievement Award

    1994   Trenton Section of the American Chemical Society  

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Research Projects

  • 二酸化炭素を溶媒の一部として酵素反応を加速する研究

    Grant number:25K08720  2025.4 - 2028.3

    日本学術振興会  科学研究費助成事業  基盤研究(C)

    松田 知子, 山中 理央

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    Grant amount:\4550000 ( Direct Cost: \3500000 、 Indirect Cost:\1050000 )

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  • 二酸化炭素により膨張させた液体を溶媒とする多段階の酵素反応の開発

    Grant number:22K05187  2022.4 - 2025.3

    日本学術振興会  科学研究費助成事業  基盤研究(C)

    松田 知子, 山中 理央

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    Grant amount:\4160000 ( Direct Cost: \3200000 、 Indirect Cost:\960000 )

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    2022.4 - 2024.3

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    Grant type:Competitive

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  • Synthesis of valuable compounds through biocatalysis in expanded liquid with dissolved carbon dioxide

    Grant number:19K05560  2019.4 - 2022.3

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

    Matsuda Tomoko

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    Grant amount:\4420000 ( Direct Cost: \3400000 、 Indirect Cost:\1020000 )

    Organic synthesis reactions are essential for the production of pharmaceuticals, agrochemicals, and various other products. These reactions often rely on catalysts to increase efficiency and selectivity. In our study, we aimed to develop an environmentally friendly approach to organic synthesis. We specifically utilized enzymes as catalysts, due to their high selectivity and ability to minimize the formation of byproducts (impurities). To further enhance the sustainability, we employed carbon dioxide-expanded liquids as the reaction solvents. These innovative solvents are created by dissolving carbon dioxide in liquids. This choice of solvent not only supports our environmental objectives but also contributes to the efficiency and effectiveness of the reaction process. In summary, our study successfully developed an organic synthesis reaction that integrates enzymes as catalysts and carbon dioxide-expanded liquids as solvents.

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  • Development of biocatalytic multi-step reactions using O2 and CO2 in the air

    Grant number:16K05864  2016.10 - 2019.3

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

    Matsuda Tomoko

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    Grant amount:\4940000 ( Direct Cost: \3800000 、 Indirect Cost:\1140000 )

    In this research, we developed a method to effectively utilize substances which are safe and exist in large amounts, such as oxygen and carbon dioxide in the air for organic synthesis of necessary for daily life such as materials for pharmaceutical and agricultural chemicals. In particular, we conducted research on redox reactions, which are important among organic synthetic reactions. As a catalyst for promoting the reaction, an enzyme that promotes the reaction in the living body in nature was used. The types of enzymes used were alcohol dehydrogenase, Bayer-Villiger oxidase, and lipase. A multi-step reaction was performed by the reaction using these various kinds of enzymes.

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  • Enzymatic oxidation and reduction using risk-free and naturally existing oxidizing or reducing agents and carbon dioxide

    Grant number:25410189  2013.4 - 2016.3

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

    Matsuda Tomoko, YAMANAKA Rio

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    Grant amount:\5200000 ( Direct Cost: \4000000 、 Indirect Cost:\1200000 )

    The oxidation and reduction reactions with risk-free reaction conditions were developed. The overexpressed enzymes (oxidase from Fusarium and reductase from Geotrichum candidum) using E-coli were used for the reactions, resulting in the very high efficiencies. Both enzymes have very wide substrate specificities, and excellent enantioselectivities. Especially, biotransformations of the challenging substrates for asymmetric synthesis were found to be also successful. Moreover, the structure of the G. candidum reductase was investigated by modeling and X-ray crystal structure determination to examine the mechanism to succeed in the excellent enantioselectivity.

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  • Carboxylation by decarboxylases using supercritical and high-pressure carbon dioxide

    Grant number:22550139  2010 - 2012

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

    MATSUDA Tomoko, YAMANAKA Rio

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    Grant amount:\4810000 ( Direct Cost: \3700000 、 Indirect Cost:\1110000 )

    Carboxylation using decarboxylases such as a malate dehydrogenase and an isocitrate dehydrogenase had been investigated to establish an efficient production method for the useful materials. Overexpression of a stable enzyme has been achieved. Furthermore, efficient carboxylation reaction using the enzyme was also successful established.

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  • Library construction of decarboxylases catalyzing carbon dioxide fixation and their application for the production of various aromatic carboxylic acids

    Grant number:21580091  2009 - 2011

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

    NAGASAWA Toru, YOSHIDA Toyokazu, MITSUKURA Koichi, MATSUDA Tomoko

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    Grant amount:\4810000 ( Direct Cost: \3700000 、 Indirect Cost:\1110000 )

    We have found several aromatic or heterocyclic carboxylic acid decarboxylases catalyze Kolbe-Schmitt reaction. We characterized them and the high expression of each gene and the optimization of reaction conditions of carbon dioxide fixation were studied. We constructed the library of these enzymes and proposed the production process of various carboxylic acids. These enzymes compose of hetero-oligomer and a small molecule subunit participates as a stable factor, which were very important for the further application of these enzymes.

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  • Novel alcohol dehydrogenase catalyzed oxidation and reduction in supercritical carbon dioxide

    Grant number:19685007  2007 - 2009

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

    MATSUDA Tomoko

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

    Oxidation and reduction reactions by Geotrichum candidum in supercritical carbon dioxide (scCO_2) were examined. The isolation and purification of two kinds of enzymes catalyzing the reactions were also conducted. Furthermore, the enzyme were successfully stabilized by immobilization for the use in the presence of scCO_2.

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  • Synthesis and synthetic utilities of functionalized reaction system in ionic liquids

    Grant number:17073007  2005 - 2009

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research  Grant-in-Aid for Scientific Research on Priority Areas

    KITAZUME Tomoya, YAMAZAKI Takashi, IWAI Noritaka

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    Grant amount:\78200000 ( Direct Cost: \78200000 )

    We have established new ionic liquid reaction systems for the organic reactions. 1) We have reported the utilities of ionic liquid-supported NHPI complexes as recoverable and recyclable systemfor the oxidation and nitration. 2) Ionic liquids have recognized as a solvent for Geotrichum candidum-catalyzed optical resolution and/or deracemization of rcemic secondary alcohols, giving optically active alcohols.

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  • Characterization of reversible carbon dioxide decarboxylases and their application for carbon dioxide fixation

    Grant number:17580062  2005 - 2006

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

    NAGASAWA Toru, YOSHIDA Toyokazu, MITSUKURA Koichi, MATSUDA Tomoko

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    Grant amount:\3400000 ( Direct Cost: \3400000 )

    We focused on two kinds of decarboxylases, 4-hydroxybenzoate decarboxylase and 2,6-dihydroxybenzoate decarboxylase, which catalyze reverse carboxylation reaction. We isolated two facultative anaerobes, Enterobacter cloacae P240 and Enterobacter cloacae P241 which produce 4-hydroxybenzoate decarboxylase and 3,4-dihydroxybenzoate decarboxylase, respectively. Agrobacterium tumefaciens IAM12048 and Pandoraea sp. 12B-2 were isolated as 2,6-didydroxybenzoate decarboxylase-producing bacteria. We purified and characterized each enzyme, and analyzed the genes encoding of each enzyme. We optimized the reaction conditions for the reverse carboxylation reaction and applied for the efficient synthesis of 2,6-dihydroxybenzoate an useful chemical, using the whole cells of Pandoraea sp. 12B-2. The enzymes catalyzing the Kolbe-Schmitt carboxylation seem to occur ubiquitously. Some of them, such as 2,6-dihydroxybenzoate decarboxylase catalyzes efficiently the reverse carboxylation reaction and accumulate high concentration of 2,6-dihydroxybenzoate from 1,3-dihydroxybenzene in the presence of 3 M KHCO_3. The facts rouse us to explore the possible application of biological Kolbe-Schmitt carboxylation for the production of aromatic acids. The biological Kolbe-Schmitt carboxylation is a promising new tool for the regiospecific introduction of carboxy groups in precursors of pharmaceuticals and agrochemicals in order to functionalize them and, thus, alter biological activities. Unfortunately, so far, aromatic acid decarboxylases are highly specific for each aromatic substrate, and a number of its analogs are not carboxylated. The gene resources of various aromatic decarboxylases have been gathered and preserved. Since there are various other valuable targets for regiospecific carboxylations, the finding of novel CO_2-fixing enzymes with a wider substrate spectrum is desirable. The screening for other reversible decarboxylases, showing wide substrate specificity and catalyzing regiospecific carboxylation, is significant and potential. Further survey of microbial resources having aromatic decarboxylases will be continued. From now on, for the further application of the reverse carboxylation of decarboxylase, the most important thing is to develop new excellent techniques to shift the reaction equilibrium to the direction of carboxylation.

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  • 超臨界二酸化炭素中でのバイオプロセスの新展開:環境調和型デラセミ化反応の開発

    Grant number:16750135  2004 - 2005

    日本学術振興会  科学研究費助成事業  若手研究(B)

    松田 知子

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    Grant amount:\3800000 ( Direct Cost: \3800000 )

    デラセミ化反応は、ラセミ体の化合物を光学活性体へ変換する反応である。光学活性化合物は医薬品中間体として必要で、それらを環境に負荷をかけずに合成する方法は非常に重要であり、原子収率が100%であるデラセミ化反応の開発は急務である。そこで、本研究では、アルコール脱水素酵素によりデラセミ化反応を行う方法の開発を行った。溶媒としては、酵素反応では通常、水が用いられることが多い。しかし、水中での反応では、生成物の抽出が困難であったり、有機溶媒を使用したりすることが必要であるので、本研究では、超臨界二酸化炭素を溶媒として利用した。超臨界二酸化炭素は、抽出溶媒としては実用プロセスに用いられており、生体触媒反応のための溶媒としても、注目されている。本年度は、超臨界二酸化炭素中でのデラセミ化反応により、光学活性体の大量合成を行うために、超臨界二酸化炭素流通式装置の構築、酵素の大量発現、固定化、実用化に向けた検討を行った。その結果、超臨界二酸化炭素流通式装置を用いる生体触媒による物質変換に適した生体触媒の固定化法を見いだすことが出来た。また、超臨界二酸化炭素中での反応の実用化には、時間および体積あたりの収率が非常に重要である。そのためには、高活性な生体触媒が必要である。酵素を大量発現するためには、生化学的性質の解明する必要であるが、本研究で使用している酵素は、その単離精製が非常に困難である。そこで、本研究では、酵素を単離精製せずに、酵素の遺伝子を抽出し、酵素を大腸菌で大量発現させることを試みた。
    以上の研究を行い、これらの結果により、超臨界二酸化炭素中でのデラセミ化反応の研究が進み、持続的社会の構築に貢献できた。

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  • アルコール脱水素酵素を用いた不斉還元法の新展開:超臨界流体を反応場とすると?

    Grant number:12740400  2000 - 2001

    日本学術振興会  科学研究費助成事業  奨励研究(A)

    松田 知子

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    Grant amount:\2200000 ( Direct Cost: \2200000 )

    本研究は、環境にやさしい高選択的な物質変換法を開発することを目的として行っている。具体的には、チチカビ(IF04597,IF05767等)による不斉還元反応の媒体として超臨界二酸化炭素を用い、光学活性アルコールの高効率的合成法の開発をめざす。平成12年度にはに吸水性ポリマー上に固定化したチチカビを用い、o-Fluoroacetophenoneの還元を行うと、超臨界二酸化炭素中において反応が進行することを見い出している。基質特異性を調べるために、様々な位置にハロゲン置換されているアセトフェノン誘導体を用い反応を行ったところ、置換基は不斉収率には、ほとんど影響しなかったが、収率は、o>m>pの順番に減少した。
    また、保存性が悪い生菌体ではなく、乾燥菌体を用いた反応の検討を行った。水中の反応では、生菌体を用いるよりも効率が良いことが知られているが、超臨界流体中では、生菌体を用いた方が効率が良かった。さらに、生菌体を用いると高価な補酵素(NAD^+もしくはNADP^+)を加える必要がないが、乾燥菌体においては補酵素添加の必要があり、乾燥菌体よりも生菌体の方が超臨界二酸化炭素中の反応には適していることを見い出した。また、本研究により開発された、菌体そのものを超臨界流体中で用いた反応を行う技術は、アルコール脱水素酵素以外の酵素にも応用可能であることを見い出した。っまり、加水分解酵素のような安定性が高い酵素のみでなく、安定性が低い酵素でも超臨界二酸化炭素中で使用できることが判明し、環境に優しく、高効率的、実用的な超臨界流体中での生体触媒反応の可能性を大いに高めたと考えられる。

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  • Studies on organic reactions in which supercritical alcohols participate as reaction partners

    Grant number:11640602  1999 - 2001

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

    HARADA Tadao, MATSUDA Tomoko

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    Grant amount:\3700000 ( Direct Cost: \3700000 )

    In this study, we found some novel reactions, in which supercritical alcohols participate as the reaction partners.
    1. Alkenes and alkynes with conjugated aromatic rings reacted with supercritical alcohols to afford hydroxyalkylated derivatives and hydrogenated derivatives. Reaction rates of the hydroxyalkylation of alkenes decreased as follows: Ph_2CH = CH_2 > trans-PhCH = CEPh, PhCH = CH_2 > PhCH_2CH = CH_2, and (CH_3)_2CHOH > CH_3CH_2OH > CH_3OH. It can be posturated that the cleavage of the α-C-H bonds in supercritical alcohols is the rate determining step in the hydroxyalkylation of alkenes.
    2. Carboxylic acids reacted with supercritical primary alcohols to afford esters. The esterification yields 41 were less than 10 % in the reactions using 2-propanol. Benzoic and 2,4,6-trimethylbenzoic acids were esterified using supercritical ^<18>O-methanol. Based on the results of GC/MS of the resulting esters, the reaction mechanism was suggested to be susceptible to steric hindrance of the carboxylic acids. In the cases of carboxylic acids with no steric hindrance around the carboxylic groups, the esters will be formed via the carbonyl-oxygen bond cleavage in the carboxylic group. On the other hand, the esterification of carboxylic acids with steric hindrance will proceed via the carbon-oxygen bond cleavage in the supercritical alcohol.
    3. Pyrrole was converted to pyrrole-2-carboxylate in supercritical carbon dioxide using cells of Bacillus megaterium PYR 2910, and the yield of the carboxylation reaction in supercritical carbon dioxide was 12 times than under atmospheric pressure.

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  • 生体触媒による高選択的不斉還元法の開発およびその機構の解明

    Grant number:98J09491  1998

    日本学術振興会  科学研究費助成事業  特別研究員奨励費

    松田 知子

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    Grant amount:\900000 ( Direct Cost: \900000 )

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