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Mechanism on Damage of the Purine Base in a Nucleic Acid Using the Electrogenerated Active Oxygen

Research Project

Project/Area Number 09672192
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Physical pharmacy
Research InstitutionGifu Pharmaceutical University

Principal Investigator

UNO Bunji  Gifu Pharmaceutical University, Department of Pharmaceutical Science, Associate Professor, 薬学部, 助教授 (80160307)

Project Period (FY) 1997 – 1998
Project Status Completed (Fiscal Year 1998)
Budget Amount *help
¥2,300,000 (Direct Cost: ¥2,300,000)
Fiscal Year 1998: ¥800,000 (Direct Cost: ¥800,000)
Fiscal Year 1997: ¥1,500,000 (Direct Cost: ¥1,500,000)
KeywordsSuperoxide anion radical / Guanosine / Cyclic voltammetry / Hydroperoxy radical / Active oxygen / Spectroelectrochemistry / Molecular orbital calculation
Research Abstract

Active oxygens are generated in a body, coupled with derivation of the activated free radical from mutation substances. From the point of view considerable interest is devoted to mutation character of the active oxygens. In this work, I have investigated the mechanism on damage of the purine base in a nucleic acid in terms of interaction of the guanosine derivative with electrogenerated superoxide anion radical.
A reversible cyclic voltammogram of oxygen in DMF came out to be irreversible in the presence of guanosine. This arises from not a one-electron transfer mediated by superoxide anion radical but the EC mechanism. The reaction products are identified as guanine and its analog damaged in the purine base by the spectroelectrochemical and chromatographic measurements. A proton transfer from guanosine to electrogenerated superoxide anion radical leads to hydroperoxy radical. Generation of guanine is caused by hydrogen peroxide derived from the disproportionation reaction of hydroperoxy radical. It seems that guanosine reacts with hydroperoxy radical, yielding the product damaged in the purine base. Molecular orbital calculations partially support these conclusions. It has been found that the key reaction for the damage of the purine base in a nucleic acid is the proton transfer from guanosine to superoxide anion radical.

Report

(3 results)
  • 1998 Annual Research Report   Final Research Report Summary
  • 1997 Annual Research Report
  • Research Products

    (10 results)

All Other

All Publications (10 results)

  • [Publications] Bunji Uno: "Molecular Scientific Approach in Electroorganic Chemistry" Recent Res.Devel.in Pure & Applied Chem.2. 83-99 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Noriko Okumura: "Electronic Spectra of the Electrogenerated 1, 4-Benzoquinone π-Dianion and the Strongly Hydrogen-Bonded Charge-Transfer Complex with Methanol" Bull.Chem.Soc.Jpn.印刷中.

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Bunji Uno and Noriko Okumura: "Molecular Scientific Approach in Electroorganic Chemistry" Recent Res.Devel.in Pure & Applied Chem.2. 83-99 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Noriko Okumura and Bunji Uno: "Electronic Spectra of the Eletrogenerated 1,4-Benzoquinone pi-Dianion and the Strongly Hydrogen-Bonded Charge-Transfer Complex with Methanol" Bull.Chem.Soc.Jpn.(in press).

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Bunji Uno: "Molecular Scientific Approach in Electroorganic Chemistry" Recent Res.Devel.in Pure & Applied Chem.2. 83-99 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Noriko Okumura: "Electronic Spectra of the Electrogenerated I,4-Benzoquinone π-Dianion and the Strongly Hydrogen-Bonded Charge-Transfer Complex with Methanol" Bull.Chem.Soc.Jpn.(印刷中).

    • Related Report
      1998 Annual Research Report
  • [Publications] K.サンソBunji Uno:

    • Related Report
      1997 Annual Research Report
  • [Publications] K.サンソBunji Uno: Transworld Research Network (印刷中),

    • Related Report
      1997 Annual Research Report
  • [Publications] K.サンソBunji Uno: Transworld Research Network (印刷中), "Recent Research Developments in Pyre & Applied Chemistry"

    • Related Report
      1997 Annual Research Report
  • [Publications] K.サンソBunji Uno: Transworld Research Network (印刷中), "Recent Research Developments in Pyre & Applied Chemistry" (1998)

    • Related Report
      1997 Annual Research Report

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Published: 1997-04-01   Modified: 2016-04-21  

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