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The biosynthesis of bioactive oxidized sorbicillin dimers

Research Project

Project/Area Number 12660100
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Bioproduction chemistry/Bioorganic chemistry
Research InstitutionUniversity of Shizuoka

Principal Investigator

HIROTA Akira  University of Shizuoka, School of Food and Nutritional Sciences, Professor, 食品栄養科学部, 教授 (40094510)

Co-Investigator(Kenkyū-buntansha) ABE Naoki  University of Shizuoka, School of Food and Nutritional Sciences, Research Associate, 食品栄養科学部, 助手 (70291581)
Project Period (FY) 2000 – 2001
Project Status Completed (Fiscal Year 2001)
Budget Amount *help
¥800,000 (Direct Cost: ¥800,000)
Fiscal Year 2001: ¥800,000 (Direct Cost: ¥800,000)
Keywordsbiosynthesis / bisorbicillinoid / Trichoderma sp. / sorbicillinol / bisorbicillinol / oxosorbicillinol / bisvertinolone / bisorbibutenolide / bisorbicillinolide
Research Abstract

After Trichoderma sp. USF-2690 strain was cultured for 40 hr, the ^<13>C labeled sodium acetate was added and further additional fermentation was carried out for 24 hr. ^<13>C-NMR spectrum of sorbicillinol obtained from this fermentation showed sorbicillinol was biosynthesized via a hexaketide pathway. Next, we revealed the ^<13>Clabeled sorbicillinol was incorporated into sorbicillin, and also into bisorbicillinol by the measurrement of ^<13>C-NMR spectra of sorbicillin and bisorbicillinol.
Furthermore ^<13>C labeled oxosorbicillin was obtained from the fermentation of the addition of ^<13>C labeled sodium acetate. By addition of obtained the ^<13>C labeled oxosorbicillin into the culture broth, ^<13>C labeled bisvertinolone was yielded. The ^<13>C-NMR spectrum of ^<13>C labeled bisvertinolone proposed that bisvertinolone was biosynthesized via Michael-type reaction of sorbicillinol and oxosorbicillin, and intramolecular ketalization.

Report

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

    (7 results)

All Other

All Publications (7 results)

  • [Publications] Naoki Abe, Tadaharu Arakawa, Akira Hirota: "The Biosynthesis of bisvertinolone : evidence for oxo-sorbicillinol as a direct precursor"Chemical Communications. 204-205 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] N.Abe, T.Arakawa, K.Yamamoto, Akira Hirota: "Biosynthesis of bisorbicillinoid in Trichodrema sp. USF-2690 : Evidence for the biosynthetic pathway, via sorbicillinol, of sorbicillinol bisorbicillinol, isorbibutenolide, and bisorbicillinolide"Bioscience, Biotechnology and Biochemistry. 66. 2090-2099 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] N.Abe., K.Yamamoto., T.Arakawa., and A.Hirota.: "The biosynthesis of bisorbicillinoids: evidence for a biosynthetic route from bisorbicillinol to bisorbibutenolide and bisorbicillinolide"Chem. Commun. 23-24 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] N.Abe., T.Arakawa., and A.Hirota.: "The biosynthesis of bisvertinolone: evidence for oxosorbicillinol as a direct precursor"Chem. Commun. 204-205 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] N.Abe., T.Arakawa., K.Yamamoto., and A.Hirota.: "Bioiosynthesis of bisorbicillinoid in Trichoderma sp. USF-2690; Evidence for the biosynthetic pathway, via sorbicillinol, of sorbicillin, bisorbicillinol, isorbibutenolide, and bisorbicillinolide"Biosci. Biotechnol. Biochem.. 66. 2090-2099 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Naoki Abe, Tadaharu Ayakawa, Akira Hirota: "The biosynthesis of bisvertinolone : evidence for oxosorbicillinol as a direct precursor"Chemical communications. 3号. 204-205 (2002)

    • Related Report
      2001 Annual Research Report
  • [Publications] Naoki Abe,Kazunobu Yamamoto,Tadaharu Arakawa and Akira Hirota: "The biosynthesis of bisorbicillinoids : evidence for a biosynthetic route from bisorbicillinol to bisorbibutenolide and bisorbicillino lide"Chemical Communications. 1号. 23-24 (2001)

    • Related Report
      2000 Annual Research Report

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Published: 2001-04-01   Modified: 2016-04-21  

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