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Studies on a luminescent reaction mechanism of ion-sensing bio-and chemiluminescence systems

Research Project

Project/Area Number 11640578
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field 機能・物性・材料
Research InstitutionThe University of Electro-Communications

Principal Investigator

HIRANO Takashi  Associate professor The University of Electro-Communications Faculty of Electro-Communications, 電気通信学部, 助教授 (20238380)

Project Period (FY) 1999 – 2000
Project Status Completed (Fiscal Year 2000)
Budget Amount *help
¥3,300,000 (Direct Cost: ¥3,300,000)
Fiscal Year 2000: ¥1,600,000 (Direct Cost: ¥1,600,000)
Fiscal Year 1999: ¥1,700,000 (Direct Cost: ¥1,700,000)
Keywordsbioluminescence / chemiluminescence / photoprotein / reaction mechanism / ion-sensing / solvent effect / fluorescence / electron transfer / 置換基効果 / キレート / 水素結合錯体
Research Abstract

This research project aims to establish the bioluminescence mechanism of the photoprotein aequorin(AQ)which has a calcium-ion sensing, efficient luminescence, and color-regulation properties, and to make a fundamental theory for molecular design of desirable chemiluminescent molecules. Structure elucidation of coelenteramide during AQ bioluminescence is an important problem in the bioluminescence mechanism. To clarify this problem, the fluorescent properties of the phenolate anions of coelenteramide analogues were investigated. Fluorescence of phenolate anion in non-polar solvents was observed by electronic excitation of a hydrogen-bonded complex of a coelenteramide analogue with a hydrogen-bond donor molecule. In polar solvents, phenolate anion was directly generated by using a base, and its fluorescence was studied. The se results confirm that the singlet-excited stated of phenolate anion of coelenteramide has an intramolecular CT character. The fluoro substituent effect on the fluorescent property of phenolate anions was also clarified and explained the bioluminescent pr operty of the fluorinated semi-synthetic AQ.These results consistenly support the assignment that phenolate anion is the ionic structure of the excited light-emitter in BFP during AQ bioluminescence.
To establish the molecular mechanism of the lumi nescence reaction of the substrate(an imidazopyrazinone derivative)of AQ bioluminescence, we have investigated fundamental physical properties of imidazopyrazinone derivatives and their electron transfer reactivity, and found an inter molecular addition reactivity with electron-acceptor molecules. We also found that an imidazopyrazinone derivative acted as a ligand for making metal complexes. To confirm these new findings, detailed studies on the physical property and reactivity of imidazopyrazinone derivatives are in progress.

Report

(3 results)
  • 2000 Annual Research Report   Final Research Report Summary
  • 1999 Annual Research Report
  • Research Products

    (7 results)

All Other

All Publications (7 results)

  • [Publications] Y. Imai, T. Shibata, S. Maki, H. Niwa, M. Ohashi, and T. Hirano,: "Fluorescence of Properties of Phenolate Anions of Coelenteramide Analogues: The Light-emitter Structure in Aequorin Bioluminescence"J. Photochem. Photobiol. A. 146. 95-107 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S. Kojima, S. Maki, T. Hirano, M. Ohashi, F. I. Tsuji, and H. Niwa: "Improved Syntheses of Watasenia Preluciferin(Coelenterazine)and Watasenia Luciferin(Coelenterazine Difulfate), and Site Specific Syntheses of the Coelenterazine Monosulfates"ITE Letters. 2. 393-397 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] J. L. Zheng, F. Q. Chen, T. Hirano, Y. Ohmiya, S. Maki, H. Niwa, and M. Ohashi: "Synthesis, Chemi- and Bioluminescence Properties, and Photolysis of a Coelenterazine Analogue Having a Photoactive Azido Group"Bull. Chem. Soc. Jpn.. 73. 465-469 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Y.Imai, T.Shibata, S.Maki, H.Niwa, M.Ohashi, and T.Hirano: "Fluorescence Properties of Phenolate Anions of Coelenteramide Analogues : The Light-emitter Structure in Aequorin Bioluminescence"J.Photochem.Photobiol.A. 146. 95-107 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Kojima, S.Maki, T.Hirano, m.Ohashi, F.I.Tsuji, and H.Niwa: "Improved Syntheses of Watasenia Preluciferin(Coelenterazine)and Watasenia Luciferin(Coelenterazine Difulfate), and Site Specific Syntheses of the Coelenterazine Monosulfates"ITE Letters. 2. 393-397 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] J.H.Zheng, F.Q.Chen, T.Hirano, Y.Ohmiya, S.Maki, H.Niwa, and M.Ohashi: "Synthesis, Chemi- and Bioluminescence Properties, and Photolysis of a Coelenterazine Analogue Having a Photoacitive Azido Group"Bull.Chem.Soc.Jpn.. 73. 465-469 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] Jing Ling Zheng: "Synthesis, Chemi- and Bioluminescence Properties, and Photolysis of a Coelenterazine Analogue Having a Photoreactive Azido Group"Bull. Chem. Soc. Jpn. 73. 465-469 (2000)

    • Related Report
      1999 Annual Research Report

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Published: 1999-04-01   Modified: 2016-04-21  

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