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Synthesis of functional polymers from lignin and its related compounds by using enzymes from wood-rotting basidiomycetes.

Research Project

Project/Area Number 12839008
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field 生物資源の変換と展開
Research InstitutionKYOTO UNIVERSITY

Principal Investigator

KUWAHARA Masaaki  WOOD RESEARCH INSTITUTE, KYOTO UNIVERSITY PROFESSOR, 木質科学研究所, 教授 (40035978)

Co-Investigator(Kenkyū-buntansha) TANAKA Fumio  WOOD RESEARCH INSTITUTE, KYOTO UNIVERSITY LECTURER, 木質科学研究所, 講師 (10109069)
WATANABE Takashi  WOOD RESEARCH INSTITUTE, KYOTO UNIVERSITY ASSOCIATE PROFESSOR, 木質科学研究所, 助教授 (80201200)
Project Period (FY) 2000 – 2001
Project Status Completed (Fiscal Year 2001)
Budget Amount *help
¥3,600,000 (Direct Cost: ¥3,600,000)
Fiscal Year 2001: ¥1,300,000 (Direct Cost: ¥1,300,000)
Fiscal Year 2000: ¥2,300,000 (Direct Cost: ¥2,300,000)
Keywordsmanganese peroxidase / lienin-degrading enzyme / horseradish peroxidase / radical polymerization / one-electron oxidation / arbutin / polyguaiacol / co-polymer / 1電子酸化 / 白色腐朽菌 / ポリグアイアコール / ポリアクリルアミド
Research Abstract

Synthesis of polymers using the one electron oxidation mechanism of manganese peroxidase (MnP) produced by lignin-degrading basidiomycete, Bjerkandera adujsta, and horseradish peroxidase (HRP) was examined.
First, polyguaiacol was synthesized from guaiacol by using both enzymes in 50 % aqueous solution of organic solvents. The reaction in dioxane, acetone and acetonitrile resulted in the production of DMF-insoluble products with over 60 % yield based on guaiacol added. Weight average molecular weight of the polymer, polyguaiacol, was about 1700. ^<13>C-NMR and IR spectra indicated the presence of C-C and C-O bonds and quinone structure in the polymer. MnP also gave polyguaiacol which was richer in quinine structure than HRP. Thermal analysis showed the absence of crystalline structure in the polymer. HRP polymerize phenol, ο-methoxyphenol, ο- and m-methylphenol to give their polymers.
Arbutin, a glucoside substituted by hydroquinone at C1, was polymerized by MnP at the position of quinine moiety. About 35 % of arbutin added was converted to methanol-insoluble polymer. ^<13>C-NMR indicated arbutin was combined at hydroquinone moiety to give polymer whose molecular weight was estimated to be 1200. Addition of ρ-cresol to arbutin resulted in the production of the co-polymer which contained both moieties. HRP also produce this co-polymer, whereas polymerization of arbutin itself did not occur.
Thus, MnP has the possibility to produce various types of polymers which can be used as functional polymers other than engineering polymers.

Report

(3 results)
  • 2001 Annual Research Report   Final Research Report Summary
  • 2000 Annual Research Report

Research Products

(20 results)

All Other

All Publications (20 results)

  • [Publications] K.Iwahara et al.: "Polymerization of guaiacol by lignin-degrading manganese peroxidase from Bjerkandera adusta in aquious organic solvents"Appl. Microbiol. Biotechnol.. 54. 104-111 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] K.Iwahara et al.: "Free-radical polymerization of acrylamide by manganese peroxidase produced by the white-rot basidiomycete, Bjerkandera adusta"Biotechnol. Lett.. 22. 1355-1361 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Ha, H.-C., et al.: "Production of manganese peroxidase by pellet culture of the lignin-degrading basidiomycete, Pleurotus ostreatus"Appl. Microbiol. Biotechnol.. 55. 704-711 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] 桑原正章: "木質資源のグリーンケミストリー"木材研究・資料. 37. 32-43 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] 桑原正章: "リグノセルロース資源からの化成品の生産"BIO INDUSTRY. 18. 47-55 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] 桑原正章: "バイオマスエネルギー利用の最新技術"295 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] M.Kuwahara: "Recent Advances in Environmentally Compatible Polymers"Woodhead Publishing Ltd. 429 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] K. Iwahara, Y. Honda, T. Watanabe. M. Kuwahsra: "Polymerizaion of guaiacol by lignin-degrading manganese peroxidase From Bjerkandra adusta in aqueous organic solvents"Appl. Microbiol. Biotechnol.. 54. 104-111 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] K. Iwahara, M. Hirata, Y. Honda, T. Watanabe, M. Kuwahara: "Free-radical polymerization of acrylamide by manganese peroxidase Produced by the white-rot basidiomycete Bjerkandera adusta"Biotechnol. Lett.. 22. 1355-1361 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] H.-C. Ha, Y. Honda, T. Watanabe, M. Kuwahara: "Production of manganese peroxidase by pellet culture of the Lignin-degrading basidiomycete, Pleurotus ostreatus"Appl. Microbiol. Biotechnol.. 55. 704-711 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] M. Kuwahara: "Characterization and utilization of ligninolytic enzymes Produced by Basidiomycetes"Recent advances in environmentally compatible polymers, Woodhead Publishing. 379-395 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] M.Kuwahara: "Green chemistry of wood resources (in Japanese)"Mokuzai Kenkyu Shiryo. No. 37. 32-43 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] M. Kuwahara: "Production of chemical feedstock from lignocellulosic resources (in Japanese)"B10 INDUSTRY. 18 (3). 47-55 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] M. Kuwahara: "Production of cellulose by the biological removal of lignin (in Japanese)"Novel Tehnololgy of the utilization of biomass energy. CMC. 147-154 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Ha, H.-C.: "Production of manganese peroxidase by pellet culture of the lignin-degrading basidiomycete, Pleurotus ostreatus"Applied Microbiology and Biotechnology. 55. 704-711 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] 桑原正章: "リグノセルロース資源からの化成品の生産"Bio Industry. 18. 47-55 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] Kuwahara, M.: "Recent Advances in Environmentally Compatible Polymers"Woodhead Publishing htd.. 429 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] K.Iwahara: "Polymerization of guaiacol by liqnin-deqrading MnP from Bjerkandera adusta in organic solvents"Applied Microbiology and Biotechnology. 54巻. 104-111 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] K.Iwahara: "Free-radical polymerization of acrylamide by MnP Produced by the white rot basidiomycete"Biotechnology cetters. 22巻. 1355-1361 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] 桑原正章: "リグノセルロース資源からの化成品の生産"BIO INDUSTRY. 18巻2号. 47-55 (2001)

    • Related Report
      2000 Annual Research Report

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Published: 2000-03-31   Modified: 2016-04-21  

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