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Construction of biocatalysts based on substrate misrecognition of enzymes

Research Project

Project/Area Number 21685018
Research Category

Grant-in-Aid for Young Scientists (A)

Allocation TypeSingle-year Grants
Research Field Chemistry related to living body
Research InstitutionNagoya University

Principal Investigator

SHOJI Osami  名古屋大学, 理学研究科, 助教 (90379587)

Project Period (FY) 2009 – 2011
Project Status Completed (Fiscal Year 2011)
Budget Amount *help
¥15,860,000 (Direct Cost: ¥12,200,000、Indirect Cost: ¥3,660,000)
Fiscal Year 2011: ¥2,730,000 (Direct Cost: ¥2,100,000、Indirect Cost: ¥630,000)
Fiscal Year 2010: ¥2,730,000 (Direct Cost: ¥2,100,000、Indirect Cost: ¥630,000)
Fiscal Year 2009: ¥10,400,000 (Direct Cost: ¥8,000,000、Indirect Cost: ¥2,400,000)
Keywords酵素化学 / 蛋白質 / 酵素反応 / バイオテクノロジー / 生体機能利用 / シトクロムP450 / 疑似基質 / 過酸化水素 / ガス状アルカン / P450
Research Abstract

We have demonstrated that the substrate specificity of cytochrome P450s can be altered by inducing their substrate misrecognition using a decoy molecule that has a structural similarity to those of natural substrate. Accordingly, we have succeeded in constructing a novel reaction system that catalyzes oxidation reactions of non-natural substrates without any mutagenesis. Notably, our reaction system can alter the enantioselectivity of products just by changing the structure of the decoy molecules.

Report

(4 results)
  • 2011 Annual Research Report   Final Research Report ( PDF )
  • 2010 Annual Research Report
  • 2009 Annual Research Report
  • Research Products

    (49 results)

All 2012 2011 2010 2009 Other

All Journal Article (15 results) (of which Peer Reviewed: 14 results) Presentation (23 results) Book (3 results) Remarks (4 results) Patent(Industrial Property Rights) (4 results) (of which Overseas: 2 results)

  • [Journal Article] Chiral-Substrate-Assisted Stereoselective Epoxidation Catalyzed by H_2O_2-Dependent Cytochrome P450_<SPα>2012

    • Author(s)
      T. Fujishiro, O. Shoji, N. Kawakami, T. Watanabe, H. Sugimoto, Y. Shiro, Y. Watanabe
    • Journal Title

      Chem. Asian J.

      Volume: (in press)

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Construction of Biocatalysts Using the Myoglobin Scaffold for the Synthesis of Indigo from Indole2012

    • Author(s)
      J. Xu, O. Shoji, T. Fujishiro, T. Ohki, T. Ueno, Y. Watanabe
    • Journal Title

      Catalysis Science & Technology

      Volume: 2 Issue: 4 Pages: 739-744

    • DOI

      10.1039/c2cy00427e

    • Related Report
      2011 Annual Research Report 2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Crystal Structure of H2O2-dependent Cytochrome P450SPαwith its Bound Fatty Acid Substrate : Insight into the Regioselective Hydroxylation of Fatty Acids at theαPosition2011

    • Author(s)
      T. Fujishiro, O. Shoji, S. Nagano, H. Sugimoto, Y. Shiro, Y. Watanabe
    • Journal Title

      J. Biol. Chem.

      Volume: 286 Issue: 34 Pages: 29941-29950

    • DOI

      10.1074/jbc.m111.245225

    • Related Report
      2011 Annual Research Report 2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Use of Perfluoro Carboxylic Acids Trick Cytochrome P450BM3 into Initiating Hydroxylation of Gaseous Alkanes2011

    • Author(s)
      N. Kawakami, O. Shoji, Y. Watanabe
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 50 Issue: 23 Pages: 5315-5318

    • DOI

      10.1002/anie.201007975

    • Related Report
      2011 Annual Research Report 2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Design of H2O2-Dependent Oxidation Catalyzed by Hemoproteins2011

    • Author(s)
      O. Shoji, Y. Watanabe
    • Journal Title

      Metallomics

      Volume: 3 Issue: 4 Pages: 379-388

    • DOI

      10.1039/c0mt00090f

    • Related Report
      2011 Final Research Report 2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Molecular Design of Heme Proteins for Future Application2011

    • Author(s)
      H. Nakajima, O. Shoji, Y. Watanabe
    • Journal Title

      Catalysis Surveys from Asia

      Volume: 15 Issue: 2 Pages: 134-143

    • DOI

      10.1007/s10563-011-9117-9

    • Related Report
      2011 Annual Research Report 2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Non-covalent Modification of the Active Site of Cytochrome P450 for Inverting the Stereoselectivity of Monooxygenation2011

    • Author(s)
      T. Fujishiro, O. Shoji, Y. Watanabe
    • Journal Title

      Tetrahedron Lett.

      Volume: 52,(3) Issue: 3 Pages: 395-397

    • DOI

      10.1016/j.tetlet.2010.11.048

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Non-covalent modification of the active site of cytochrome P450 for inverting the stereoselectivity of monooxygenation2011

    • Author(s)
      T.Fujishiro, O.Shoji, Y.Watanabe
    • Journal Title

      Tetrahedron Lett.

      Volume: 52 Pages: 395-397

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Understanding Substrate Misrecognition of Hydrogen Peroxide-Dependent Cytochrome P450 from Bacillus Subtilis2010

    • Author(s)
      O. Shoji, T. Fujishiro, S. Nagano, S. Tanaka, T. Hirose, Y. Shiro, Y. Watanabe
    • Journal Title

      J. Biol. Inorg. Chem.

      Volume: 15,(8) Issue: 8 Pages: 1331-1339

    • DOI

      10.1007/s00775-010-0692-4

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Aromatic C-H bond Hydroxylation by P450 Peroxygenases : A Facile Colorimetric Assay for Monooxygenation Activities of Enzymes Based on the Russig's Blue Formation2010

    • Author(s)
      O. Shoji, C. Wiese, T. Fujishiro, C. Shirataki, B. Wunsch, Y. Watanabe
    • Journal Title

      J. Biol. Inorg. Chem.

      Volume: 15,(7) Issue: 7 Pages: 1109-1115

    • DOI

      10.1007/s00775-010-0671-9

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Understanding Substrate Misrecognition of Hydrogen Peroxide-Dependent Cytochrome P450 from Bacillus Subtilis2010

    • Author(s)
      O.Shoji, T.Fujishiro, S.Nagano, S.Tanaka, T.Hirose, Y.Shiro, Y.Watanabe
    • Journal Title

      J.Biol.Inorg.Chem.

      Volume: 15 Pages: 1331-1339

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Aromatic C-H bond hydroxylation by P450 peroxygenases : A facile colorimetric assay for monooxygenation activities of enzymes based on the Russig's Blue formation2010

    • Author(s)
      O.Shoji, C.Wiese, T.Fujishiro, C.Shirataki, B.Wnsch, Y.Watanabe
    • Journal Title

      J.Biol.Inorg.Chem.

      Volume: 15 Pages: 1109-1115

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] ヘム酵素の創成2009

    • Author(s)
      渡辺芳人、荘司長三
    • Journal Title

      酵素工学ニュース 酵素工学研究会誌 61

      Pages: 6-12

    • Related Report
      2009 Annual Research Report
  • [Journal Article] Use of Perfluoro Carboxylic Acids to Trick Cytochrome P450BM3 into Initiating Hydroxylation of Gaseous Alkanes

    • Author(s)
      N.Kawakami, O.Shoji, Y.Watanabe
    • Journal Title

      Angew.Chem.Int.Ed.

      Volume: (印刷中 未定)

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Molecular Design of Heme Proteins for Future Application

    • Author(s)
      H.Nakajima, O.Shoji, Y.Watanabe
    • Journal Title

      Catalysis Surveys from Asia

      Volume: (印刷中 未定)

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Presentation] 鎖脂肪酸水酸化酵素の基質誤認識誘導によるガス状アルカンの水酸化反応2012

    • Author(s)
      荘司長三
    • Organizer
      日本化学会第92春季年会(2012)
    • Place of Presentation
      慶應義塾大学(横浜)(特別講演)
    • Year and Date
      2012-03-26
    • Related Report
      2011 Annual Research Report
  • [Presentation] 疑似基質による酸化酵素の誤作動とガス状アルカンの水酸化反応2012

    • Author(s)
      荘司長三,渡辺芳人
    • Organizer
      平成23年度 高難度選択酸化反応研究会シンポジウム
    • Place of Presentation
      東京
    • Year and Date
      2012-01-28
    • Related Report
      2011 Final Research Report
  • [Presentation] 疑似基質による酸化酵素の誤作動とガス状アルカンの水酸化反応2012

    • Author(s)
      荘司長三、渡辺芳人
    • Organizer
      平成23年度高難度選択酸化反応研究会シンポジウム
    • Place of Presentation
      東工大蔵前会館(東京)(招待講演)
    • Year and Date
      2012-01-28
    • Related Report
      2011 Annual Research Report
  • [Presentation] 長鎖脂肪酸水酸化酵素の基質誤認識誘導によるガス状アルカンの水酸化反応2012

    • Author(s)
      荘司長三
    • Organizer
      日本化学会第92春季年会(2012)
    • Place of Presentation
      横浜
    • Related Report
      2011 Final Research Report
  • [Presentation] 水分子の排除をトリガーとするシトクロムP450の水酸化反応と疑似基質による基質多様性付加2011

    • Author(s)
      荘司長三
    • Organizer
      中性子産業利用促進協議会生体構造研究会
    • Place of Presentation
      東海村技術交流館「リコッティ」(茨城県那珂郡東海村)(招待講演)
    • Year and Date
      2011-12-20
    • Related Report
      2011 Annual Research Report
  • [Presentation] 自己完結型過酸化水素駆動シトクロムP450による一酸素原子添加反応2011

    • Author(s)
      荘司長三、藤城貴史、木本洋、田中翔太、堀あゆ美、西尾洸祐、杉本洋、城宜嗣、渡辺芳人
    • Organizer
      第44回酸化反応討論会
    • Place of Presentation
      大阪大学吹田キャンパス(吹田)
    • Year and Date
      2011-11-05
    • Related Report
      2011 Annual Research Report
  • [Presentation] 自己完結型過酸化水素駆動シトクロムP450の構築2011

    • Author(s)
      荘司長三、藤城貴史、木本洋、杉本宏、城宜嗣、渡辺芳人
    • Organizer
      錯体化学会第61回討論会
    • Place of Presentation
      岡山理科大学(岡山)
    • Year and Date
      2011-09-17
    • Related Report
      2011 Annual Research Report
  • [Presentation] 細菌由来シトクロムP450の基質誤認識を利用するバイオ触媒系の開発2011

    • Author(s)
      荘司長三、川上了史、藤城貴史、杉本宏、永野真吾、城宜嗣、渡辺芳人
    • Organizer
      第5回バイオ関連化学シンポジウム
    • Place of Presentation
      つくば国際会議場(つくば)
    • Year and Date
      2011-09-12
    • Related Report
      2011 Annual Research Report
  • [Presentation] Hydroxylation of Gaseous Alkanes by Cytochrome P450 using Substrate Recognition Tricks2011

    • Author(s)
      O.Shoji, T.Kunimatsu, N.Kawakami, Y.Watanabe
    • Organizer
      ICBIC15
    • Place of Presentation
      University of British Columbia (Vancouver, Canada)
    • Year and Date
      2011-08-11
    • Related Report
      2011 Annual Research Report
  • [Presentation] Crystal Structures of Hydrogen Peroxide-Dependent Cytochrome P450s Including Decoy Molecules and Oxidation Reaction of Non-natural Substrates2011

    • Author(s)
      O.Shoji
    • Organizer
      17th International Conference on Cytochrome P450
    • Place of Presentation
      University of Manchester (Manchester, UK)
    • Year and Date
      2011-06-27
    • Related Report
      2011 Annual Research Report
  • [Presentation] 基質認識トリックを利用する新規バイオ触媒系の開発2011

    • Author(s)
      荘司長三
    • Organizer
      統合物質創製化学推進事業第2回若手研究会
    • Place of Presentation
      休暇村支笏湖(北海道千歳市)
    • Year and Date
      2011-05-27
    • Related Report
      2011 Annual Research Report
  • [Presentation] シトクロムP450SPαの結晶構造解析と基質類似分子の取り込みにより進行する酸化反応特性2011

    • Author(s)
      荘司長三、藤城貴史、木本洋、杉本宏、永野真吾、城宜嗣、渡辺芳人
    • Organizer
      日本化学会第91春季年会(2011)
    • Place of Presentation
      (日本化学会第91春季年会(2011)講演予稿集)
    • Year and Date
      2011-03-11
    • Related Report
      2010 Annual Research Report
  • [Presentation] 水分子の排除をトリガーとするシトクロムP450の水酸化反応と疑似基質による基質多様性付加2011

    • Author(s)
      荘司長三
    • Organizer
      中性子産業利用促進協議会 生体構造研究会
    • Place of Presentation
      茨城県那珂郡東海村
    • Related Report
      2011 Final Research Report
  • [Presentation] シトクロムP450の基質認識トリックを利用するガス状アルカンの水酸化反応2010

    • Author(s)
      荘司長三
    • Organizer
      第1回統合物質シンポジウム
    • Place of Presentation
      京都大学化学研究所(京都府宇治市)
    • Related Report
      2010 Annual Research Report
  • [Presentation] 細菌由来シトクロムP450による飽和炭化水素の水酸化反応2010

    • Author(s)
      荘司長三、川上了史、藤城貴史、杉本宏、永野真吾、城宜嗣、渡辺芳人
    • Organizer
      第60回錯体化学討論会
    • Place of Presentation
      大阪国際交流センター(大阪府大阪市)
    • Related Report
      2010 Annual Research Report
  • [Presentation] シトクロムP450のデコイ基質を利用する基質特異性変換2010

    • Author(s)
      荘司長三、藤城貴史、田中翔太、川上了史、杉本宏、永野真吾、城宜嗣、渡辺芳人
    • Organizer
      第4回バイオ関連化学シンポジウム
    • Place of Presentation
      大阪大学 豊中キャンパス(大阪府豊中市)
    • Related Report
      2010 Annual Research Report
  • [Presentation] シトクロムP450の基質特異性変換と反応制御2010

    • Author(s)
      荘司長三、藤城貴史、田中翔太、杉本宏、永野真吾、城宜嗣、渡辺芳人
    • Organizer
      第37回 生体分子科学討論会
    • Place of Presentation
      山口大学 吉田キャンパス(山口県山口市)
    • Related Report
      2010 Annual Research Report
  • [Presentation] 天然酵素の基質特異性変換への新たなアプローチ2009

    • Author(s)
      荘司長三、藤城貴史、田中翔太、永野真吾、城宜嗣、渡辺芳人
    • Organizer
      第5回物質合成シンポジウム
    • Place of Presentation
      京都
    • Year and Date
      2009-11-19
    • Related Report
      2009 Annual Research Report
  • [Presentation] シトクロムP450の基質特異性を変換する新規手法の開発2009

    • Author(s)
      荘司長三、藤城貴史、田中翔太、永野真吾、城宜嗣、渡辺芳人
    • Organizer
      第42回酸化反応討論会
    • Place of Presentation
      仙台
    • Year and Date
      2009-11-15
    • Related Report
      2009 Annual Research Report
  • [Presentation] Creating Semi-Artificial Enzymes by Tricking the Substrate Recognition of Cytochrome P450BSβ2009

    • Author(s)
      O.Shoji
    • Organizer
      7th joint IRTG Symposium University of Munster and Nagoya University
    • Place of Presentation
      Munster, Germany
    • Year and Date
      2009-05-01
    • Related Report
      2009 Annual Research Report
  • [Presentation] Creating Semi-Artificial Enzymes by Tricking the Substrate Recognition of Cytochrome P450BSβ2009

    • Author(s)
      O. Shoji
    • Organizer
      7th joint IRTG Symposium University of Munster and Nagoya University
    • Place of Presentation
      Munster, Germany.(Invited lecture)
    • Related Report
      2011 Final Research Report
  • [Presentation] Monooxidations of Non-natural Substrates by Hydrogen Peroxide-Dependent Cytochrome P450 : Tricking the Substrate Recognition of Cytochrome P450BSβ by Decoy Molecules2009

    • Author(s)
      O.Shoji, T.Fujishiro, S.Tanaka, S.Nagano, Y.Shiro, Y.Watanabe
    • Organizer
      16th International Conference on Cytochrome P450 (ICC2009)
    • Place of Presentation
      沖縄
    • Related Report
      2009 Annual Research Report
  • [Presentation] Crystal Structures of the Substrate-Free and the Decoy Molecule-bound Forms of Cytochrome P450BSβ2009

    • Author(s)
      O.Shoji, T.Fujishiro, S.Nagano, Y.Shiro, Y.Watanabe
    • Organizer
      14th International Conference on Biological Inorganic Chemistry (ICBIC14)
    • Place of Presentation
      名古屋
    • Related Report
      2009 Annual Research Report
  • [Book] P450による酸素活性化機構と基質の酸素化機構, P450の, P450の分子生物学2009

    • Author(s)
      渡辺 芳人,荘司長三
    • Publisher
      講談社サイエンティフィク
    • Related Report
      2011 Final Research Report
  • [Book] 「ヘム酵素の創成」酵素工学ニュース2009

    • Author(s)
      渡辺 芳人,荘司長三
    • Publisher
      酵素工学研究会誌
    • Related Report
      2011 Final Research Report
  • [Book] P450の分子生物学(第2版) P450による酸素活性化機構と基質の酸素化機構2009

    • Author(s)
      渡辺芳人、荘司長三
    • Total Pages
      18
    • Publisher
      講談社サイエンティフィク
    • Related Report
      2009 Annual Research Report
  • [Remarks]

    • URL

      http://bioinorg.chem.nagoya-u.ac.jp/

    • Related Report
      2011 Final Research Report
  • [Remarks]

    • URL

      http://bioinorg.chem.nagoya-u.ac.jp/

    • Related Report
      2011 Annual Research Report
  • [Remarks]

    • URL

      http://bioinorg.chem.nagoya-u.ac.jp/

    • Related Report
      2010 Annual Research Report
  • [Remarks]

    • URL

      http://bioinorg.chem.nagoya-u.ac.jp/

    • Related Report
      2009 Annual Research Report
  • [Patent(Industrial Property Rights)] ヘム蛋白質のヘム置換法2012

    • Inventor(s)
      渡辺芳人,荘司長三,川上了史
    • Industrial Property Rights Holder
      名古屋大学
    • Filing Date
      2012-03-13
    • Related Report
      2011 Final Research Report
    • Overseas
  • [Patent(Industrial Property Rights)] ヘム蛋白質のヘム置換法2012

    • Inventor(s)
      渡辺芳人、荘司長三、川上了史
    • Industrial Property Rights Holder
      国立大学法人名古屋大学
    • Filing Date
      2012-03-13
    • Related Report
      2011 Annual Research Report
    • Overseas
  • [Patent(Industrial Property Rights)] 不活性炭化水素の水酸化方法およびダミー分子2010

    • Inventor(s)
      渡辺芳人,荘司長三,川上了史
    • Industrial Property Rights Holder
      名古屋大学
    • Industrial Property Number
      2010-164828
    • Filing Date
      2010-07-22
    • Related Report
      2011 Final Research Report
  • [Patent(Industrial Property Rights)] 不活性炭化水素の水酸化方法およびダミー分子2010

    • Inventor(s)
      渡辺芳人、荘司長三、川上了史
    • Industrial Property Rights Holder
      国立大学法人名古屋大学
    • Industrial Property Number
      2010-164828
    • Filing Date
      2010-07-22
    • Related Report
      2010 Annual Research Report

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Published: 2009-04-01   Modified: 2016-04-21  

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