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Basic studies on lignin degradation with biomimetic metalloporphyrin catalysts.

Research Project

Project/Area Number 61560193
Research Category

Grant-in-Aid for General Scientific Research (C)

Allocation TypeSingle-year Grants
Research Field 林産学
Research InstitutionKyoto University

Principal Investigator

SHIMADA Mikio  Wood Research Institute, Assistant Professor, 木材研究所, 講師 (50027166)

Project Period (FY) 1986 – 1987
Project Status Completed (Fiscal Year 1987)
Budget Amount *help
¥2,000,000 (Direct Cost: ¥2,000,000)
Fiscal Year 1987: ¥600,000 (Direct Cost: ¥600,000)
Fiscal Year 1986: ¥1,400,000 (Direct Cost: ¥1,400,000)
Keywordshemin / metallo-porphyrin / lignin / C-C cleavage / enzyme model / degradation / oxygenation / one-electron oxidation / ポルフィリン / 芳香核開裂反応 / 反応機構 / ベラトリルアルコール
Research Abstract

The objectives of this investigation are basically to establish the enzyme model system for understanding of lignin bioegradation mechanisms with the biomimetic metallo-porphyrin complex and also to obtain the fundamental data for development of catalytic delignification processes.
The reaction mechanism for C-C bond cleavage of -1 lignin model compound was investigated and the one-electron oxidation mechanism has been established on the basis of the following results. 1) The C-C bond cleavage of the model substrate yielded the aromatic aldehyde and phenylglycol products. 2) 0-18-labeled dioxygen was proved to be incorporated at the content of 83% into the hydroxyl group of the phenylglycol product. 3) D-label of the substrate was demonstrated in the clevage product.
The reaction mechanism for the aromatic ring cleavage of a non-phenolic lignin model compound vertryl alcohol was also investigated. 0-18 tracer experiments clearly indicate that the unique regiospecific oxygenations with either water or dioxygen took place during the cleavage reaction catalyzed by the hemin catalyst.
These results obtained clearly showed that the iron-porphyrin complex exhibts the the same features as expressed by ligninase enzyme., which also catalyzes the one electron oxidation of a wide variety of lignin model compounds. Various factors such as solvent, pH, ligand species such as glutathione, imidazol and tyrosine, substrate or catalyst concentrations etc. were also examined.

Report

(2 results)
  • 1987 Final Research Report Summary
  • 1986 Annual Research Report
  • Research Products

    (10 results)

All Other

All Publications (10 results)

  • [Publications] Mikio Shimada: Holzforschung. 41. 277-285 (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Takefumi Hattori: Agricultural and Biological Chemistry. 52. 879-880 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Tsuyoshi Habe: Mokuzai Gakkaishi.

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Etienne Odier: "Lignin enzymic and microbial degradation" INRA Publication(Paris), 302 (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Mikio Shimada: "Biomimetic apprach to lignin degradation II. The mechanism of oxidative C-C bond cleavage reactions of lignin model compounds with natural iron(III)porphyrin chloride as a heme enzyme model system." Holzforschung. 41. 277-285 (1987)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Takefumi Hattori: "New mechanism for oxygenative ring cleavage of 3,4-dimethoxybenzyl alcohol catalyzee by the ligninase model." Agricultural and Biological Chemistry. 52. 879-880 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Tsuyoshi Habe: "Biomimetic approach to lignin degradation. Effects of various factors on C-C bond cleavage of the lignin model compound." Mokuzai Gakkaishi.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Etiene Odier: Lignin enzymic and microbial degradation. INRA Publication (Paris), 302 (1987)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Mikio Shimada: Holzforschung. 41. (1987)

    • Related Report
      1986 Annual Research Report
  • [Publications] Mikio Shimada;Ed.E.Odier: Proceedings of International Seminar on Lignin Enzymic and Microbial Degradation. (1987)

    • Related Report
      1986 Annual Research Report

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Published: 1987-03-31   Modified: 2016-04-21  

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