• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

C3 unit addition reaction accompanied by formation of C-C bond in phytotoxin biosynthesis of phytopathogen.

Research Project

Project/Area Number 09660118
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Bioproduction chemistry/Bioorganic chemistry
Research InstitutionTottori University

Principal Investigator

NAKAJIMA Hiromitsu  Tottori University, Faculty of Agriculture, Associate Professor, 農学部, 助教授 (40144646)

Co-Investigator(Kenkyū-buntansha) HAMASAKI Takashi  Tottori University, Faculty of Agriculture, Professor, 農学部, 教授 (40032081)
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: ¥800,000 (Direct Cost: ¥800,000)
Fiscal Year 1997: ¥2,500,000 (Direct Cost: ¥2,500,000)
Keywordsplant pathogens / phytotoxins / biosynthesis / Bipolaris sorokiniana / sesquiterpene / L- [hydroxy-^<18>O] malic acid / sorokinianin
Research Abstract

Sorokinianin is a phytotoxin produced by a strain (OB-25-l) of Bipolaris sorokiniana, a pathogen causing spot blotch or foot and root rot diseases of wheat and other grasses. This toxin is assumed to be composed of a helminthosporol-type sesquiterpene and a C_3 portion. To clarify the biosynthetic origin we conducted three experiments : a [1,2-^<13>C_2] sodium acetate feeding experiment ; a replacement culture experiment with the candidates for the C_3 unit precursor, together with prehelminthosporol, the major metabolite of the strain OB-25-1 ; and a [2,3-^<13>C_2] succinic acid feeding experiment. The results of these experiments suggested that sorokinianin was synthesized from prehelminthosporol by reactions that include the addition of a member of the TCA cycle, decarboxylation and lactonization. To determine the direct C_3 unit precursor we prepared L-[hydroxy-^<18>O] malic acid from fumaric acid by fumarase and H_2_<18>O and conducted a L-[hydroxy-^<18>O] malic acid feeding experiment. The results of the experiment indicated that the direct C_3 unit precursor was not malic acid/oxalacetic acid but fumaric acid/succinic acid.

Report

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

    (17 results)

All Other

All Publications (17 results)

  • [Publications] H.Nakajima: "Biosynthesis of sorokinianin a phytotoxin of Bipolaris sorokiniana : evidence of mixed origin from the sesquiterpene and TCA pathways" Tetrahedron Letters. 39. 1013-1016 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] T.Furumoto: "Vasinfectins A and B : new phytotoxins from Neocosmospora" Tetrahedron Letters. 38. 5523-5525 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] H.Nakajima: "Cochliospicin A : a new metabolite related to spiciferinoe, a phytotoxin of the fungus Cochliobolus spicifer" J.Nat.Prod.60. 414-416 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] H.Nakajima: "Phytotoxins and related metabolites produced by Bipolaris coicis : the pathogen of Job's tears" Phytochemistry. 45. 41-45 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] H.Nakajima (分担執筆): "Molecular Genetics of Host-Specific Toxins in Plant Disease" Edited by K.Kohmoto and O.C.Yoder Kluwer A cademic Publishers, 413 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] 中島廣光 (分担執筆): "植物病害の化学" 市原耿民・上野民夫編 学会出版センター, 290 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] H.Nakajima: "Biosynthesis of sorokinianin a phytotoxin of Bipolaris sorokiniana : evidence of mixed origin from the sesquiterpene and TCA pathways." Tetrahedron Letters. 39. 1013-1016 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] T.Furumoto: "Vasinfections A and B : new phytotoxins from Neocosmospora vasinfecta" Tetrahedron Letters. 38. 5523-5525 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] H.Nakajima: "Cochliospicin A : a new metabolite related to spiciferinone, a phytotoxin of the fungus Cochliobolus spicifer" J.Nat.Prod.60. 414-416 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] H.Nakajima: "Phytotoxins and related metabolites produced by Bipolaris coicis : the pathogen of Job's tears" Phytochemistry. 45. 41-45 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] H.Nakajima: "Structures and biosyntheses of phytotoxins in Cochliobolus spicifer and Bipolaris sorokiniana : C_3 unit addition reaction in phytotoxin biosyntheses." K.Kohmoto and O.C.Yoder (eds.) Molecular Genetics of Host-Specific Toxins in Plant Disease. Kluwer Academic Publishers. 71-79 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] H.Nakajima: "Structures, biosyntheses and biological Activities of the phytotoxins produced by Cochliobolus, Bipolaris and Drechslera" A.Ichihara and T.Ueno (eds.) Chemistry of plant diseases. Gakkai-shuppan Center. 101-110 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] H.Nakajima: "Biosynthesis of sorokinianin a phytotoxin of Bipolaris sorokiniana : evidence of mixed origin from the sesquiterpene and TCA pathways" Tetrahedron Letters. 39. 1013-1016 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] H.Nakajima(分担執筆): "Molecular Genetics of Host-Specific Toxins in Plant Disease" Edited by K.Kohmoto and O.C.Yoder Kluwer Academic Publishers, 413 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] H.Nakajima: "Phytotoxins and related metabolites produced by Bipolaris coicis,the pathogen of Job's tears" Phytochemistry. 45. 41-45 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] H.Nakajima: "Cochliospicin A : a new metabolite related to spiciferinone,a phytotoxin of the fungus Cochliobolus spicifer" Journal of Natural Products. 60. 414-416 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] H.Nakajima: "Biosynthesis of sorokinianin a phytotoxin of Bipolaris sorokiniana : evidence of mixed origin from the sesquiterpene and TCA pathways" Tetrahedron Letters. 39. 1013-1016 (1998)

    • Related Report
      1997 Annual Research Report

URL: 

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

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi