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Preparation of metallo porpyrins and photoinducued electron transfer from porphyrins to biointerface

Research Project

Project/Area Number 14050035
Research Category

Grant-in-Aid for Scientific Research on Priority Areas

Allocation TypeSingle-year Grants
Review Section Science and Engineering
Research InstitutionTokyo Institute of Technology

Principal Investigator

OKURA Ichiro  Tokyo Institute of Technology, Bioengineering, Professor (90089821)

Co-Investigator(Kenkyū-buntansha) 天尾 豊  大分大学, 工学部, 助教授 (80300961)
Project Period (FY) 2001 – 2006
Project Status Completed (Fiscal Year 2006)
Budget Amount *help
¥37,000,000 (Direct Cost: ¥37,000,000)
Fiscal Year 2006: ¥4,900,000 (Direct Cost: ¥4,900,000)
Fiscal Year 2005: ¥7,400,000 (Direct Cost: ¥7,400,000)
Fiscal Year 2004: ¥8,900,000 (Direct Cost: ¥8,900,000)
Fiscal Year 2003: ¥9,100,000 (Direct Cost: ¥9,100,000)
Fiscal Year 2002: ¥6,700,000 (Direct Cost: ¥6,700,000)
KeywordsPorohyrins / Photoinduced Electron transfer / photoinduced hydrogen evolution / hydrogenase / viologen / バイオテクノロジー / 触媒・科学プロセス / 酵素反応 / 水素 / 新エネルギー / 触媒・化学プロセス
Research Abstract

Photoinduced electron transfer systems, which changes light energy to high-energy electrons, are model systems of natural photosynthesis to harvest solar energy. Electron acceptor linked photosensitizers are one of good system to generate long lifetime charge separated species by light illumination. The charge separated species, however, are achieved in not water solution but organic solvent. There is intense interest in experiments which reveal how achieve charge separated species in aqueous solution. We report that long lifetime charge separated specie in water is generated and that photoinduced hydrogen evolution occurs effectively.
Hydrophobic porphyrin-butylviologen-aminopropylviologen triad molecules undergo a photoinduced two-step electron transfer reaction which results in the generation of reduced viologen with a lifetime on the microsecond time scale in aqueous solution. Structure of the viologen linked porphyrin is shown in Fig. 1. The viologen linked porphyrin has a gradually hydrophilic molecule from hydrophobic porphyrin to aminopropylviologen, and facilitates a directional electron transfer to the aminopropylviologen in water, because the two viologen moieties stay under a linear arrangement which shows no intramolecular interaction with face to face of pi-electron between viologens and between the porphyrin ring and viologen. The gradually hydrophilic form also facilitates solvent cages for electron transfer from the phoexcited porphyrin to adjacent viologen, so that electron transfer via the photoexcited singlet state occurs in aqueous solution. The porphyrin was also applied for photoinduced hydrogen evolution system, and effective hydrogen evolution was observed.

Report

(6 results)
  • 2006 Annual Research Report   Final Research Report Summary
  • 2005 Annual Research Report
  • 2004 Annual Research Report
  • 2003 Annual Research Report
  • 2002 Annual Research Report
  • Research Products

    (63 results)

All 2007 2006 2005 2004 2003 2002 Other

All Journal Article (35 results) (of which Peer Reviewed: 9 results) Presentation (9 results) Book (2 results) Patent(Industrial Property Rights) (3 results) Publications (14 results)

  • [Journal Article] N-Terminus Methylation of Desulfovibrio vulgaris (Miyazaki)Fcytochrome c32007

    • Author(s)
      Shin Iida
    • Journal Title

      Chem、Let. 36

      Pages: 184-185

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Role of positive charge of lysine residue on cytochrome c_3 forelectrostatic interaction with hydrogenase2007

    • Author(s)
      Shin Iida
    • Journal Title

      Journal of Porphyrins and Phthalocyanines 11

      Pages: 66-73

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] N-Terminus methylation of Desulfovibrio vulgaris (Miyazaki)F cytochrome c_32007

    • Author(s)
      Shin Iida, Yusuke Kawano, Noriyuki Asakura, Kenji Tabata, Ichiro Okura, Toshiaki Kamachi
    • Journal Title

      Chemistry Letters 36

      Pages: 184-185

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Role of positive charge of lysine residue on cytochrome c_3 for electrostatic interaction with hydrogenase2007

    • Author(s)
      Shin Iida, Noriyuki Asakura, Kenji Tabata, Ichiro Okura, Toshiaki Kamachi
    • Journal Title

      Journal of Porphyrins and Phthalocyanines 11

      Pages: 66-73

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] N-Terminus Methylation of Desulfovibrio vulgaris (Miyazaki) F cytochrome c32007

    • Author(s)
      Shin Iida, Yusuke Kawano, Noriyuki Asakura, Kenji Tabata, Ichiro Okura, Toshiaki Kamachi
    • Journal Title

      Chem. Let. 36

      Pages: 184-184

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Role of positive charge of lysine residue on cytochrome c3 for electrostatic interaction with hydrogenase2007

    • Author(s)
      Shin Iida, Noriyuki Asakura, Kenji Tabata, Ichiro Okura, Toshiaki Kamachi
    • Journal Title

      Journal of Porphyrins and Phthalocyanines 11

      Pages: 66-66

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Light-driven hydrogen production by a hybrid complex of a[NiFe]-hydrogenase and the cyanobacterial photosystem I.2006

    • Author(s)
      Masaki . Ihara
    • Journal Title

      Photochem Photobiol 82

      Pages: 676-682

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Incorporation of unnatural amino acid into cytochrome c_3 and specific viologen binding to the unnatural ami no acid2006

    • Author(s)
      Shin Iida
    • Journal Title

      ChemBioChem 7

      Pages: 1853-1855

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Motion of redox molecule in solution monitored by highly sensitive EQCM Technique2006

    • Author(s)
      Noriyuki Asakura
    • Journal Title

      Research on Chemical Intermediates 32

      Pages: 341-355

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Incorporation of unnatural amino acid into cytochrome c_3 and specific viologen binding to the unnatural amino acid2006

    • Author(s)
      Shin Iida, Noriyuki Asakura, Kenji Tabata, Ichiro Okura, Toshiaki Kamachi
    • Journal Title

      ChemBioChem 7

      Pages: 1853-1855

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Light-driven hydrogen production by a hybrid complex of a [NiFe]-hydrogenase and the cyanobacterial photosystem I.2006

    • Author(s)
      M. Ihara, H. Nishihara, K. S. Yoon, O. Lenz, B. Friedrich, H. Nakamoto, K. Kojima, D. Honma, T. Kamachi, I. Okura
    • Journal Title

      Photochem Photobiol 82

      Pages: 676-682

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Motion of redox molecule in solution monitored by highly sensitive EQCM technique2006

    • Author(s)
      Noriyuki Asakura, Toshiaki Kamachi, Ichiro Okura
    • Journal Title

      Research on Chemical Intermediates 32

      Pages: 341-355

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Motion of redox molecule in solution monitored by highly sensitive EQCM Technique2006

    • Author(s)
      Noriyuki Asakura, Toshiaki Kamachi, Ichiro Okura
    • Journal Title

      Research on Chemical Intermediates 32

      Pages: 341-355

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Development of novel optical oxygen sensing system based on stationary T-T Absorption2006

    • Author(s)
      Noriyuki Asakura, Toshiaki Kamachi, Ichiro Okura
    • Journal Title

      Measurement Science and Technology 17

      Pages: 1237-1241

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Light-driven hydrogen production by a hybrid complex of a [NiFe]-hydrogenase and the cyanobacterial photosystem I2006

    • Author(s)
      Masaki Ihara, Hirofumi Nishihara, Ki-Seok Yoon, Oliver Lenz, Barbel Friedrich, Hitoshi Nakamoto, Kouji Kojima, Daisuke Honma, Toshiaki Kamachi, Ichiro Okura
    • Journal Title

      Photochem. Photobiol. 82

      Pages: 676-682

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Incorporation of unnatural amino acid into cytochrome c3 and specific viologen binding to the unnatural amino acid2006

    • Author(s)
      Shin Iida, Noriyuki Asakura, Kenji Tabata, Ichiro Okura, Toshiaki Kamachi
    • Journal Title

      ChemBioChem 7

      Pages: 1853-1853

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Localization of poly-L-lysine - photosensitizer conjugate in nucleus.2005

    • Author(s)
      S Ogura, keiko, K Yazaki, I.Okura
    • Journal Title

      J.Controlled Release 103

      Pages: 1-6

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Cellular uptake and photocytotoxicity of glycoconjugated chlorines in HeLa cells.2005

    • Author(s)
      S Hirohara, Obata, I.Okura
    • Journal Title

      J.Photochem.Photobiol.B : Biology 78

      Pages: 7-15

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Localization and photodynamic activity of poly-L-lysine-chlorin conjugate for tumor-bearing mouse.2005

    • Author(s)
      K Takahashi, S Ogura, I.Okura
    • Journal Title

      Porphyrins 14

      Pages: 139-142

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Photoinduced electron transfer with hydrophobic porphyrin and amphipatic viologen in aqueous solution.2005

    • Author(s)
      A Tokita, R Goto, I.Okura
    • Journal Title

      Porphyrins 14

      Pages: 121-125

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Role of lysine residue of cytochrome c_3 on ES complex formation.2005

    • Author(s)
      A Kamiyama, S Iida, I.Okura
    • Journal Title

      Porphyrins 14

      Pages: 127-131

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Kinetic measurement of ES complex formation between hydrogenase and cytochrome c_3 by QCM.2005

    • Author(s)
      A Kamiyama, S Iida, I.Okura
    • Journal Title

      Porphyrins 14

      Pages: 133-138

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Localization of poly-L-lysine - photosensitizer conjugate in nucleus2005

    • Author(s)
      S.Ogura, K.Yazaki, I.Okura
    • Journal Title

      J.Controlled Release 1 103

      Pages: 1-6

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Direct monitoring of the electron pool effect of cytochrome c_3 by highly sensitive EOCM measurements2004

    • Author(s)
      Noriyuki Asakura
    • Journal Title

      J Biol Inorg Chem 9

      Pages: 1007-1016

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Applicaton of Hydrophobic Porphyrin for Photoinduced Hydrogen Evolution in Water, Porphyrins2004

    • Author(s)
      Ryohei Goto
    • Journal Title

      Porphyrins 13

      Pages: 59-64

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Direct monitoring of the electron pool effect of cytochrome c_3 by highly sensitive EQCM measurements2004

    • Author(s)
      Noriyuki Asakura, Toshiaki Kamachi, Ichiro Okura
    • Journal Title

      Journal of Biological Inorganic Chemistry 9

      Pages: 1007-1016

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Application of hydrophobic porphyrin for photoinduced hydrogen evolution in water2004

    • Author(s)
      Ryohei Goto, Noriyuki Asakura, Toshiaki Kamachi, Ichiro Okura
    • Journal Title

      Porphyrins 13

      Pages: 110-118

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Oxygen sensing by phosphorescence intensity at stationary state of quenching2004

    • Author(s)
      H.Negishi, N.Asakura, I.Okura
    • Journal Title

      Porphyrins 13

      Pages: 77-79

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Effect of cytochrome c_3 for photoinduced hydrogen evolution with four component system2004

    • Author(s)
      T.Shiwaki, R.Goto, I.Okura
    • Journal Title

      Porphyrins 13

      Pages: 65-69

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Application of electrochemical quarts crystal microbalance technique to direct monitoring of cytochrome c3 function as theelectron pool during intermolecular electron transfer2003

    • Author(s)
      Noriyuki Asakura
    • Journal Title

      Anal. Biochem 314

      Pages: 153-157

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Application of electrochemical quartz crystal microbalance technique on direct monitoring of cytochrome c_3 function as the electron pool during intermolecular electron transfer2003

    • Author(s)
      Noriyuki Asakura, Toshiaki Kamachi, Ichiro Okura
    • Journal Title

      Analytical Biochemistry 314

      Pages: 153-157

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Application of EQCM to direct monitoring of cytochrome c3 function as the electron pool2003

    • Author(s)
      N.Asakura, T.Kamahi, I.Okura
    • Journal Title

      Anal.Biochem. 314

      Pages: 153-157

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Optical oxygen sensing materials : Chemisorption film of ruthenium (II) polypyridyl complexes attached to anionic polymer2003

    • Author(s)
      Y.Amao, I.Okura
    • Journal Title

      Sensors and Actuators B 88

      Pages: 162-167

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Improvement of the purification method for retaining the activity of the particulate methane monooxygenase from Methylosinus trichosporium OB3b2002

    • Author(s)
      Akimitsu Miyaji
    • Journal Title

      Biotechnol. Lett. 24

      Pages: 1883-1887

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
    • Peer Reviewed
  • [Journal Article] Improvement of the purification method for retaining the activity of the particulate methane monooxygenase from Methylosinus trichosporium OB3b2002

    • Author(s)
      A. Miyaji, T. Kamachi, I. Okura
    • Journal Title

      Biotechnol. Lett. 24

      Pages: 1883-1887

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Presentation] Development of new porphyrins and phthalocyanines for optical oxygen sensors2006

    • Author(s)
      Ichiro Okura
    • Organizer
      International Conference on Porphyrins and Phthalocyanines-4
    • Place of Presentation
      Roma, Italy
    • Year and Date
      2006-07-03
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Presentation] Photoinduced hydrogen evolution using hydrogenase and cytochrome c32005

    • Author(s)
      Ichiro Okura
    • Organizer
      The 2005 International Chemical Congress of Pacific Basin Societies
    • Place of Presentation
      Hawaii, US
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Presentation] Photosensitization of porphyrins and related compounds2005

    • Author(s)
      Ichiro Okura
    • Organizer
      12th International SPACC-CSJ Symposium
    • Place of Presentation
      Tianjin
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Presentation] Monitoring of alternating ES complexes formation between cytochrome c3 and hydrogenase by highly sensitive EQCM technique2005

    • Author(s)
      Ichiro Okura
    • Organizer
      12th International conference on Biological Inorganicchemistry
    • Place of Presentation
      Michigan、us
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Presentation] Monitoring of alternating ES complexes formation between cytochrome c3 and hydrogenase by highly sensitive EQCM technique2005

    • Author(s)
      Ichiro Okura
    • Organizer
      12th International conference on Biological Inorganic chemistry
    • Place of Presentation
      Michigan, US
    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Presentation] Optical oxygen sensors based on the triplet state quenching of metal porphyrins2004

    • Author(s)
      Ichiro Okura
    • Organizer
      3rd International conference on Porphyrins and Phthalocyanines
    • Place of Presentation
      New Orleans, us
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Presentation] Optical oxygen sensors based on the triplet state quenching of metal porphyrins2004

    • Author(s)
      Ichiro Okura
    • Organizer
      3rd International conference on Porphyrins and Phthalocyanines
    • Place of Presentation
      New Orleans, US
    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Presentation] Application of electrochemical quartz crystal microbalance technique on directmonitoring of cytochrome c3 function as the electron pool during intermoleculerelectron transfer2003

    • Author(s)
      Ichiro Okura
    • Organizer
      11th International Conference on Biological Inorganio Chemistry
    • Place of Presentation
      Cairns, OZ
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Presentation] Application of electrochemical quartz crystal microbalance technique on direct monitoring of cytochrome c3 function as the electron pool during intermoleculer electron transfer2003

    • Author(s)
      Ichiro Okura
    • Organizer
      11th International Conference on Biological Inorganic Chemistry
    • Place of Presentation
      Cairns, OZ
    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Book] 触媒化学、電気化学、実験化学講座(日本化学会編)2006

    • Author(s)
      蒲池利章, 大倉一郎
    • Related Report
      2005 Annual Research Report
  • [Book] 図解バイオ活用技術のすべて(東京工業大学生命理工学研究科編)2004

    • Author(s)
      大倉一郎(分担)
    • Total Pages
      251
    • Publisher
      工業調査会
    • Related Report
      2004 Annual Research Report
  • [Patent(Industrial Property Rights)] メタン資化細菌を用いた圧力調整下におけるメタノールの製造方法2007

    • Inventor(s)
      大倉一郎, 田畠健治, 朝倉則行, 蒲池利章
    • Industrial Property Rights Holder
      同左
    • Filing Date
      2007-10-02
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Patent(Industrial Property Rights)] 試料における酸素濃度及び 又は酸素分布を測定する方法2006

    • Inventor(s)
      蒲池利章, 大倉一郎, 朝倉則行
    • Industrial Property Rights Holder
      同左
    • Filing Date
      2006-02-03
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Patent(Industrial Property Rights)] 試料における酸素濃度2006

    • Inventor(s)
      大倉 一郎, 蒲池 利章, 朝倉 則行
    • Industrial Property Rights Holder
      東京工業大学, 日産化学工業(株)
    • Filing Date
      2006-02-03
    • Related Report
      2005 Annual Research Report
  • [Publications] Megumi Yamamoto: "Production of singlet oxygen on irradiation of a photodynamic therapy agent, zinc-coproporphyrin III, with low host toxicity"BioMetal. 16. 591-597 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] Noriyuki Asakura: "Application of electrochemical quarts crystal microbalance technique to direct monitoring of cytochrome c3 function as the electron pool during intermolecular electron transfer"Anal.Biochem.. 314. 153-157 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] Yutaka Amao: "Chemisorption film of ruthenium(II) polypyridyl complexes attached to anionic polymer"Sensors and Actuators B. 88. 162-167 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] Akimitu Miyaji: "Improvement of the purification method for retaining the activity of the particulate methane monooxygenase from Methylosinus trichosporium OB3b"Biotechnol.Lett.. 24. 1883-1887 (2002)

    • Related Report
      2003 Annual Research Report
  • [Publications] Yuji Fujiwara: "Optical oxygen sensor based on fluorescence change of pyrene-1-butyric acid chemisorption film on an anodic oxidation aluminium plate"Anal.Chim.Acta. 471. 66-69 (2002)

    • Related Report
      2003 Annual Research Report
  • [Publications] Kara Mochizuki: "Development of oxygen sensing system by T-T absorption at stationary state of quenching"Electrochem.. 80. 416-417 (2002)

    • Related Report
      2003 Annual Research Report
  • [Publications] 大倉 一郎: "新版 生物工学基礎"講談社サイエンティフィック. 148 (2002)

    • Related Report
      2003 Annual Research Report
  • [Publications] Keisuke Asai: "Novel pressure-sensitive paint cryogenic and unsteady wind-tunnel testing"J.Thermophysics Heat Trans.. 16. 109-115 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Yutaka Amao: "Photoinduced hydrogen production with the system containing water-soluble viologen-linked porphyrins and hydrogenase"J.Mol.Catal., B : Enzymic. 17. 9-21 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Yutaka Amao: "Optical molecular thermometer based on the fluorescene of fullerene dispersed in poly(methyl methacrylate) film"Bull.Chem.Soc.Jpn.. 75. 389-391 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Yutaka Amao: "An optical sensing material for trace analysis of oxygen. Metalloporphyrin dispersed in poly(1-trimethylsilyl-1-propyne)film"Polymer J.. 34. 411-417 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Kara Mochizuki: "Development of oxygen sensing system by T-T absorption at stationary state of quenching"Electrochem.. 80. 416-417 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Yuji Fujiwara: "Optical oxygen sensor based on fluorescence change of pyrene-1-butyric acid chemisorption film on an anodic oxidation aluminium plate"Anal.Chim.Acta. 471. 1883-1887 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] 大倉一郎: "新版 生物工学基礎"講談社サイエンティフック. 148 (2002)

    • Related Report
      2002 Annual Research Report

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Published: 2002-04-01   Modified: 2018-03-28  

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