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2011 Fiscal Year Final Research Report

Molecular Design of Oxygenases Applicable to Synthetic Chemistry

Research Project

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Project/Area Number 19105004
Research Category

Grant-in-Aid for Scientific Research (S)

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

Principal Investigator

WATANABE Yoshihito  名古屋大学, 物質科学国際研究センター, 教授 (10201245)

Co-Investigator(Renkei-kenkyūsha) NAKAGIMA Hiroshi  名古屋大学, 大学院・理学研究科, 准教授 (00283151)
NAGANO Shingo  鳥取大学, 大学院・工学研究科, 教授 (60286440)
Project Period (FY) 2007 – 2011
Keywords生物無機化学 / ヘム蛋白質
Research Abstract

The study has achieved creation of novel artificial oxygenases founded on a heme protein deriving from a thermophile or a cytochrome P450 protein that utilizes H2O2 as the oxidant. A newly developed method,"Decoy molecule" succeeded to rationally modify the active site of the P450 protein in addition to conventional mutagenesis techniques. The artificial oxygenases exerted high catalytic activity and/or thermal tolerance which were not achieved by ever reported artificial oxygenases. Results in the study provide ideas and methodology to design artificial oxygenases aiming practical uses and might be applicable to artificial enzymes of other activities.

  • Research Products

    (38 results)

All 2012 2011 2010 2009 2008 2007 Other

All Journal Article (16 results) (of which Peer Reviewed: 16 results) Presentation (12 results) Book (7 results) Remarks (1 results) Patent(Industrial Property Rights) (2 results) (of which Overseas: 1 results)

  • [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 Pages: 739-744

    • DOI

      DOI:10.1039/C2CY00427E

    • Peer Reviewed
  • [Journal Article] Protein Photoconductors and Photodiodes2011

    • Author(s)
      Y. Tokita, Y. Goto, S. Yamada, T. Luo, H. Nakajima, Y. Watanabe
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 50 Pages: 11663-11666

    • DOI

      DOI:10.1002/anie.201103341

    • Peer Reviewed
  • [Journal Article] Cytochrome c552 from Thermus Thermophilus Engineered for Facile Substitution of Prosthetic Group2011

    • Author(s)
      Sk. Md. Ibrahim, H. Nakajima, K. Ramanathan, N. Takatani, T. Ohta, Y. Naruta, Y. Watanabe
    • Journal Title

      Biochemistry

      Volume: 50(45) Pages: 9826-9835

    • DOI

      DOI:10.1021/bi201048e

    • 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 Pages: 29941-29950

    • DOI

      DOI:10.1074/jbc.M111.245225

    • 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 Pages: 5315-5318

    • DOI

      DOI:10.1002/anie.201007975

    • Peer Reviewed
  • [Journal Article] Design of H2O2-Dependent Oxidation Catalyzed by Hemoproteins2011

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

      Metallomics

      Volume: 3 Pages: 379-388

    • DOI

      DOI:10.1039/c0mt00090f

    • 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 Pages: 134-143

    • DOI

      DOI:10.1007/s10563-011-9117-9

    • 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) Pages: 395-397

    • DOI

      DOI:10.1016/j.tetlet.2010.11.048

    • 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) Pages: 1331-1339

    • DOI

      DOI:10.1007/s00775-010-0692-4

    • 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) Pages: 1109-1115

    • DOI

      DOI:10.1007/s00775-010-0671-9

    • Peer Reviewed
  • [Journal Article] Rational Engineering of Thermus Thermophilus Cytochrome c552 to a Thermally Tolerant Artificial Peroxidase2010

    • Author(s)
      H. Nakajima, K. Ramanathan, N. Kawaba, Y. Watanabe
    • Journal Title

      Dalton Trans.

      Volume: 39 Pages: 3105-3114

    • DOI

      DOI:10.1039/B924365H

    • Peer Reviewed
  • [Journal Article] Engineering of Thermus Thermophilus Cytochrome c552 : Thermally Tolerant Artificial Peroxidase2008

    • Author(s)
      H. Nakajima, Y. Ichikawa, Y. Satake, N. Takatani, S. K. Manna, J. Rajbongshi, S. Mazumdar, Y. Watanabe
    • Journal Title

      ChemBioChem.

      Volume: 9 Pages: 2954-2957

    • DOI

      DOI:10.1002/cbic.200800599

    • Peer Reviewed
  • [Journal Article] Mechanism of Intermolecular electron Transfer in the Photoexcited Zn-Substituted Cytochrome c : Theoretical and Experimental Perspective2008

    • Author(s)
      Y. Tokita, J. Shimura, H. Nakajima, Y. Gotoh, Y. Watanabe
    • Journal Title

      J. Am. Chem. Soc.

      Volume: 130 Pages: 5302-5310

    • DOI

      DOI:10.1021/ja711324t

    • Peer Reviewed
  • [Journal Article] Reactivities of Oxo and Peroxo Intermediates Studied by Hemoprotein Mutants2007

    • Author(s)
      Y. Watanabe, H. Nakajima, T. Ueno
    • Journal Title

      Acc. Chem. Res.

      Volume: 40 Pages: 554-562

    • DOI

      DOI:10.1021/ar600046a

    • Peer Reviewed
  • [Journal Article] Incorporation of Phebox Rhodium Complex into apo-Myoglobin Affords Stable Organometallic Protein Showing Unprecedented Arrangement of the Complex in the Cavity2007

    • Author(s)
      Y. Satake, S. Abe, S. Okazaki, N. Ban, T. Hikage, T. Ueno, H. Nakajima, A. Suzuki, T. Yamane, H. Nishiyama, Y. Watanabe
    • Journal Title

      Organometallics.

      Volume: 26 Pages: 4904-4908

    • DOI

      DOI:10.1021/om700471a

    • Peer Reviewed
  • [Journal Article] Design and Structure Analysis of Artificial Metalloproteins : Selective Coordination of His64 to Copper Complexes with Square-Planar Structure in the Apo-Myoglobin Scaffold2007

    • Author(s)
      S. Abe, T. Ueno, P. Reddy, S. Okazaki, T. Hikage, A. Suzuki, T. Yamane, H. Nakajima, Y. Watanabe
    • Journal Title

      Inorg. Chem.

      Volume: 46 Pages: 5137-5139

    • DOI

      DOI:10.1021/ic070289m

    • Peer Reviewed
  • [Presentation] Construction of Metalloenzymes : Catalysts Embedded in Proteins2012

    • Author(s)
      Y. Watanabe
    • Organizer
      Green & Sustainable Chemistry for Next Generation-The 5th GCOE International Symposium "Catalysis as the Basis for the Innovation in Materials Science" The 1st International Symposium of Graduate School of Chemical Sciences and Engineering
    • Place of Presentation
      Sapporo, Japan
    • Year and Date
      20120221-22
  • [Presentation] Peroxide Dependent Monooxygenation Catalyzed by Cytochromes P4502011

    • Author(s)
      Y. Watanabe, O. Shoji, N. Kawakami, T. Fujishiro
    • Organizer
      3rd Asian Conference onCoordination Chemistry
    • Place of Presentation
      New Delhi, India
    • Year and Date
      20111017-20
  • [Presentation] Four Approaches for the Construction of Metalloenzymes2011

    • Author(s)
      Y. Watanabe
    • Organizer
      ICBIC15
    • Place of Presentation
      Vancouver, Canada
    • Year and Date
      20110807-12
  • [Presentation] Coordination Chemistry in Protein Cages2010

    • Author(s)
      Y. Watanabe
    • Organizer
      The 2010 International Chemical Congress of Pacific Basin Societies(Pacifichem)
    • Place of Presentation
      Honolulu, Hawaii, USA
    • Year and Date
      20101215-20
  • [Presentation] Hydrogen Peroxide-Dependent Cytochrome P4502010

    • Author(s)
      Y. Watanabe
    • Organizer
      The 5th Asian Bioinorganic Chemistry Conference(AsBIC-V)
    • Place of Presentation
      Kaohsiung, Taiwan
    • Year and Date
      20101101-05
  • [Presentation] Molecular Design of Catalytic reactions in Proteins2010

    • Author(s)
      Y. Watanabe
    • Organizer
      6th Tokyo Conference and Advanced Catalytic Science and Technology & 5th Asai Pcific Congress on Catalysis(TOCAT6/APCAT5)
    • Place of Presentation
      Sapporo, Japan
    • Year and Date
      20100718-23
  • [Presentation] Construction of Organometalloenzymes2010

    • Author(s)
      Y. Watanabe
    • Organizer
      5th International Symposium on Bioorganometallic Chemistry(ISBOMC5)
    • Place of Presentation
      Bochum, Germany
    • Year and Date
      20100705-09
  • [Presentation] Coordination Chemistry in Protein Cages2010

    • Author(s)
      Y. Watanabe
    • Organizer
      10th European Biological Inorganic Chemistry Conference(Eurobic10)
    • Place of Presentation
      Thessaloniki, Greece
    • Year and Date
      20100622-26
  • [Presentation] Inorganic Chemistry in Proteins2009

    • Author(s)
      Y. Watanabe
    • Organizer
      Symposium on Modern Trends in Inorganic Chemistry :(MTIC XIII)
    • Place of Presentation
      Bangalore, India
    • Year and Date
      20091207-10
  • [Presentation] Hydrogen Peroxide-Dependent Cytochrome P450 from Bacillus Subtilis(P450BSβ)2009

    • Author(s)
      Y. Watanabe
    • Organizer
      Symposium on Advanced Biological Inorganic Chemistry(SABIC-2009)
    • Place of Presentation
      Mumbai, India
    • Year and Date
      20091104-07
  • [Presentation] Coordination Chemistry in Protein Cages : Construction of Metalloproteins2009

    • Author(s)
      Y. Watanabe
    • Organizer
      2nd Asian Conference on Coordination Chemistry(2nd ACCC 2009)
    • Place of Presentation
      Nanjing, China
    • Year and Date
      20091101-04
  • [Presentation] Construction of Organometalloproteins : A New Approach for Bioinorganic Chemistry2007

    • Author(s)
      Y. Watanabe
    • Organizer
      13th International Conference on Inorganic Biological Chemistry(ICBIC 13)
    • Place of Presentation
      Vienna, Austria
    • Year and Date
      20070715-20
  • [Book] 「P450による酸素活性化機構と基質の酸素化機構」、P450の分子生物学2009

    • Author(s)
      渡辺芳人、荘司長三
    • Total Pages
      60-77
    • Publisher
      講談社サイエンティフィク
  • [Book] ヘム酵素の創成2009

    • Author(s)
      渡辺芳人、荘司長三
    • Total Pages
      6-12
    • Publisher
      酵素工学ニュース
  • [Book] “蛋白質が提供するナノ空間”ナノ空間材料の創製と応用2009

    • Author(s)
      渡辺芳人、安部聡、上野隆史
    • Total Pages
      72-79
    • Publisher
      フロンティア出版
  • [Book] “蛋白空間錯体hybrid.”配位空間の化学2009

    • Author(s)
      渡辺芳人、上野隆史
    • Total Pages
      301-311
    • Publisher
      シーエムシー出版
  • [Book] 「酵素反応の速度と反応機構」、触媒便覧第4章2008

    • Author(s)
      渡辺芳人、中島洋
    • Total Pages
      47-52
    • Publisher
      講談社サイエンティフィック
  • [Book] 好熱菌由来タンパク質を化学の視点で利用する2008

    • Author(s)
      中島洋、渡辺芳人
    • Total Pages
      43-49
    • Publisher
      学術月報
  • [Book] 有機金属酵素創製の試み2008

    • Author(s)
      渡辺芳人
    • Total Pages
      158-164
    • Publisher
      Organo Metallic NEWS
  • [Remarks]

    • URL

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

  • [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
    • Industrial Property Number
      特許、61/610,112
    • Filing Date
      2012-03-13
    • 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
      特許、特願2010-164828
    • Filing Date
      2010-07-22

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Published: 2013-07-31  

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