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The novel hydroxylation reaction of nicotinic acid catalyzed by the cooperation of yeat and bacteria

Research Project

Project/Area Number 09660093
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field 応用微生物学・応用生物化学
Research InstitutionGifu University

Principal Investigator

NAGASAWA Toru  Gifu University, Technology, Professor, 工学部, 教授 (60115904)

Co-Investigator(Kenkyū-buntansha) SUGIO Tsuyoshi  Okayama University, Agriculture, Professor, 農学部, 教授 (20033269)
Project Period (FY) 1997 – 1998
Project Status Completed (Fiscal Year 1998)
Budget Amount *help
¥3,300,000 (Direct Cost: ¥3,300,000)
Fiscal Year 1998: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 1997: ¥2,800,000 (Direct Cost: ¥2,800,000)
KeywordsRegiospecific hydroxylation / 2-Hydroxynicotinic acid / Cooper ative hydroxylation / Cooper ative function / Canidi da yeast / Sphingomonas bacteria / 2-ヒドロキシニコチン酸 / 協奏的水酸化反応
Research Abstract

Various pyridine derivatives are useful as the building block for the synthesis of various physiologically active compounds. For example, recently, the new powerful insecticide, imidachloprid belonging to nicotinly group, has been developed. These nicotinly insecticides are widely used due to its powerful activity and low toxicity. However, it was not easy to synthesize the building block of 6-chloropyridyl through the conventional chemical synthesis. Thus, the development of the new process for the synthesis of the building block was required. To accomplish this purpose, we investigated the enzymatic regio-specific hydroxylation reaction of pyridine ring and we established the new production process of the 6-position specific hydroxylation of 3-cyanopyridine.
Next, we attempted to isolate the microorganisms. which catalyze the 2-position specific hydroxylation of nicotinic acid. 2-Hydroxynicotinic acid might be also useful as the building block for the synthesis of phisiological active … More compounds. However, through the conventional enrichment culture using nicotinic acid as carbon and/or nitrogen source, we could not isolate the microorganisms which catalyze the 2-position specific hydroxylation of nicotinic acid. All nicotinic acid-degrading microorganism catalyzes 6-position specific hydroxylation of nicotinic acid. Thus, we attempted the enrichment culture using 6-methylnicotinic acid as sole carbon and/or nitrogen source. After the prolong enrichment culture, we found the mixed culture exhibit the 2-position hydroxylating activity of 6-methylnicotinic acid. The mixed culture also catalyzed the 2-position specific hydroxylation of nicotinic acid. We found two kinds of microorganism, Candida yeast and Sphingomonas bacteria from the mixed culture broth. Each strain does not catalyze the hydroxylation of nicotinic acid. Only when they were cultivated together, 2-position specific hydroxylation of nicotinic acid was found. Thus, we found the cooperative function of Candida yeast and Sphingomonas bacteria. However, the mechanisms of cooperative hydroxylation are not clear now. Less

Report

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

    (21 results)

All Other

All Publications (21 results)

  • [Publications] Toru Nagasawa: "Pyrrole-2-carboxylate decar boxylate from Bacillus megaterium PYB2910 an organic-acid-requiring Enzyme" European Journal of Biochemistry. 235. 480-484 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Toru Nagasawa: "Microbial synthesis of pyrrole-2-carboxylate by Bacillus megaterium PYR2910" Tetrahedron Letters. 39. 4309-4310 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Toru Nagasawa: "Bioelectrochemically accelerated microbial conversion of nicotinic acid to 6-hydroxynicotinic acid on microorganism-immobilized column electrolytic flow system" Chemistry Letters. 295-296 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Toru Nagasawa: "Carbon dioxide fixation by reversible pyrrole-2 carboxylate decarboxylase from Bacillus megaterium PYR2910" European Journal of Biochemistry. 257. 495-499 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Toru Nagasawa: "Purification and characterization and gene cloning of 6-hydroxynicotinate 3-monooxygenase from Pseudomonas fluorescens TN5" European Journal of Biochemistry. 260. 120-126 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] 吉田豊和ら: "BIOINDUSTRY" 微生物触媒による含窒素複素環化合物の位置特異的水酸化・炭酸固定反応, 44-49 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] H.Omura, M.Weiser and T.Nagasawa: "Pyrrole-2-carboxylate Decarboxylase from Bacillus megaterium PYR2910, an Organic-acid-requiring Enzyme" Eur.J.Biochem.253. 480-484 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] M.Wieser, T.Yoshida and T.Nagasawa: "Microbial Synthesis of Pyrrole-2-Carboxylate by Bacillus megaterium PYR2910" Tetrahedron Letters. 39. 4309-4310 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] M.Torimura, H.Yoshida, K.Kano, T.Ikeda, T.Nagasawa and T.Ueda: "Bioelectrochemically Accelerated Microbial Conversion of Nicotinic acid to 6-Hydroxynicotinic Acid on Microorganism-immobilized Column Electrolytic Flow System" Chemistry Letters. 295-296 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] M.Wieser, N.Fujii, T.Yoshida and T.Nagasawa: "Carbon dioxide fixation by reversible pyrrole-2-carboxylate decarboxylase from Bacillus megaterium PYR2910" Eur.J.Biochem.257. 495-499 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] H.Nakano, M.Wieser, B.Hurh, T.Kawai, T.Yoshida, T.Yamane and T.Nagasawa: "Purification, characterization and gene cloning of 6-hydroxynicotinate 3-monooxygenase from Pseudomonas fluorescens TN5" Eur.J.Biochem.260. 120-126 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] T.Yoshida and T.Nagasawa: "Region specific hydroxylation and decarboxylation by microorganisms" Bioinduustry. 44-49 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Toru Nagasawa: "Pyrrole-2-car boxylate decar boxylate from Bacillus megaterium PYB2910 an organic-acid-requiring Fnzyme" European Journal of Biochemistry. 235. 480-484 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Toru Nagasawa: "Microbial synthesis of pyrrole-2-carboxylate by Bacillus megaterium PYR2910" Tetrahedron Letters. 39. 4309-4310 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Toru Nagasawa: "Bioelectrochemically acceler ated microbial conversion of nicotinic acid to 6 hydroxynicotinic acid on microor ganism-immobilized column elecrolytic flow system" Chemistry Letters. 295-296 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Toru Nagasawa: "Carbon dioxide fixation by rever sible pyrrole-2 car boxylate decar boxylase from Bacillus megaterium PYR2910" European Journal of Biochemistry. 257. 495-499 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Toru Nagasawa: "Purification and characterization and gene cloning of 6-hydroxynicotinate 3-monooxygenase from Pseudomonas fluor escens TN5" European Journal of Biochemistry. (in press). (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] 吉田豊和ら: "BIOINDUSTRY" 微生物触媒による含窒素複素環化合物の位置特異的水酸化・炭酸固定反応, 44-49 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] 長澤 透: "Novel pyrrole-2-carboxylate decarboxylase from Bacillus megaterium PYR2910, an organic acid requiring enzmye" European Jouranl of Biochemistry. (印刷中).

    • Related Report
      1997 Annual Research Report
  • [Publications] 長澤 透: "Cooperative degradation of 6-methylnicotinic acid by Candida sp. and Sphingomonas sp." Journal of Fermentation and Bioengineering. (印刷中).

    • Related Report
      1997 Annual Research Report
  • [Publications] 長澤 透: "含窒素複素還化合物への位置特異的水酸基導入反応" サイエンスリポート(印刷中), (1998)

    • Related Report
      1997 Annual Research Report

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

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