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SYNTHESIS AND FUCTION OF NOVEL QUINOPROTEIN COENZYME MODEL

Research Project

Project/Area Number 09650966
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Synthetic chemistry
Research InstitutionKINKI UNIVERSITY

Principal Investigator

OHSHIRO Yoshiki  KINKI UNIVERSITY,RESEARCH INSTITUTE FOR SCIENCE AND TECHNOLOGY ; PROFESSOR, 理工学総合研究所, 教授 (70028984)

Co-Investigator(Kenkyū-buntansha) MATSUSHIMA Kenji  KINKI UNIVERSITY,FACULTY OF SCIENCE AND TECHNOLOGY,DEPARTMENT OF APPLIED CHEMIST, 理工学部, 助教授 (40088406)
KIKUTA Hiroshige  KINKI UNIVERSITY,RESEARCH INSTITUTE FOR SCIENCE AND TECHNOLOGY ; LECTURER, 理工学総合研究所, 講師 (30088497)
Project Period (FY) 1997 – 1998
Project Status Completed (Fiscal Year 1998)
Budget Amount *help
¥3,400,000 (Direct Cost: ¥3,400,000)
Fiscal Year 1998: ¥1,200,000 (Direct Cost: ¥1,200,000)
Fiscal Year 1997: ¥2,200,000 (Direct Cost: ¥2,200,000)
KeywordsCOENZYME / PQQ / TTQ / QUINOPROTEIN / ENZYME MODEL / MICELLE / VESICLE / REDOX / ピロロキノリンキノン / トリプトファントリプトフィルキノン / 酸化反応 / 相間移動反応
Research Abstract

1. SYNTHETIC METHOD OF METHYL 2-ETHYLACETOACETATE AS AN IMPORTANT KEY BUILDING BROOK ARE DEVELOPED FOR A SYNThESIS OF HO MODEL WHICH IS ONE OF NOVEL COENZYME OF QUINOPROTEIN.THE SELECTIVE 2-ETHYLATION IS PERFORMED BY USING OF PHASE TRANSFER CATALYTIC SYSTEM.THIS METHOD PROVIDES AN EFFECTIVE SYNIIIEHC ROUT FOR TTQ MODEL SYSTEMS.AS AN OXIDANT, THE FREMY'S SALT SEEMS TO BE AN EFFECTIVE OXIDANT THAN CAN IN THE FINAL OXIDATION STEP.
2. EFFECTIVE OXIDATION REACTION OF AMINES AS A BIOORGANIC SUBSTRATE BY PQQ WHICH IA A TYPICAL COENZYME OF QUINOPROTEIN WERE STUDIED IN THE MICELLAR SYSTEMS.LECITHIN, ONE OF THE COMPONENT OF CELL MEMBRANE,ENHANCED SIGNIFICANTLY THE OXIDATION REACTION THAN THE CASE OF JAB WHICH WAS ADAPTED USUALLY TO FORM ENZYME MODEL SYSTEMS.THIS MAY BE DUE TO THE EFFECTIVE ORIENTATION OF AMINE MOLECULE AND COENZYME PQQ INTO THE REACTION SITE OF THE VESICLE THAN THAT OF MICELLE, AND THE REACTION ON THE VESICLE IS SEEMED TO BE RESEMBLE TO THE BIOLOGICAL SYSTEM.
3. TO FORM MORE EFFECTIVE REACTION SITE BASED ON THE CONCEPT OF THE VESICLE, EFFECT OF SEVERAL SURFACE ACTIVE AGENTS HAVING TWO HYDROPHOBIC GROUPS ON THE OXIDATION OF AMINE BY PQQ.DIDODECYLDIMETHYLAMMONIUM BROMIDE WAS MOST EFFECTIVE TO THE REACTION THAN LECITHIN, AND GEMINI-TYPE SURFACTANT DID NOT SHOW ANY POSlTIVE EFFECT SURPRISINGLY.IT IS SEEMED THAT GEMINI-TYPE SURFACTANT FIXED THE SUBSTRATE BETHEEN TWO HYDROPHOBIC CHAINS.
4. IT IS CLARIFIED THAT THE INTIMATE RELATIONSHIP BETWEEN THE SUBSTRATE, THE MOLECULAR STRUCTURE OF COMPONENT OF THE REACTION SITE AND THE POLARITIES OF ENZYME AND COENZYME MODELS IS IMPORTANT TO DESIGN OF QUINOPROTEIN MODEL,

Report

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

    (8 results)

All Other

All Publications (8 results)

  • [Publications] 菊田博茂: "相間移動反応によるアセト酢酸メチルの2-エチル化" 日本油化学会誌. 47. 513-514 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] 菊田博茂: "補酵素PQQによるオクチルアミンの酸化的脱アミノ化反応におよぼすレシチンの影響" 日本油化学会誌. 47. 713-714 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] HIROSHIGE KIKUTA,TADAHIRO TAKII,YOSHIKI OHSHIRO: ""2-ETHYLATION OF METHYL ACETOACETATE BY PHASE TRANSFER REACTION"" JOURNAL OFJAPAN OIL CHEMISTS' SOCIETY. VOL.47. 513-514 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] HIROSHIGE KIKUTA,YOSHIAKI NAKUBO,MASATOSHI NAKAGAWA,YOSHIKI OHSHIRO: ""EFFECT OF LECITHIN ON THE OXIDATIVE DEAMINATION OF OCTYLAMINE BY COENZYME PQQ"" JOURNAL OFJAPAN OIL CHEMISTS' SOCIETY. VOL.47. 713-714 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] 菊田 博茂: "相間移動反応によるアセト酢酸メチルの2-エチル化" 日本油化学会誌. 47巻5号. 513-514 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] 菊田 博茂: "補酵素PQQによるオクチルアミンの酸化的脱アミノ化反応におよぼすレシチンの影響" 日本油化学会誌. 47巻7号. 713-714 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] 菊田博茂: "相間移動反応によるアセト酢酸メチルの2-エチル化" 日本油化学会誌. 47・5(印刷中). (1998)

    • Related Report
      1997 Annual Research Report
  • [Publications] 菊田博茂: "Functionalization of 7-Azaindole" 近畿大学理工学総合研究所研究報告. 10(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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