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Elucidation of recognition sites of lipase toward its development as chemical catalysis

Research Project

Project/Area Number 10650859
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Synthetic chemistry
Research InstitutionToyama National College of Technology

Principal Investigator

KOMETANI Tadashi  Toyama National College of Technology, Department of Chemical and Biochemical Engineering, Professor, 物質工学科, 教授 (60042842)

Co-Investigator(Kenkyū-buntansha) GOTO Michimasa  Toyama National College of Technology, Department of Chemical and Biochemical Engineering, Associate Professor, 物質工学科, 助教授 (70235000)
Project Period (FY) 1998 – 1999
Project Status Completed (Fiscal Year 1999)
Budget Amount *help
¥2,000,000 (Direct Cost: ¥2,000,000)
Fiscal Year 1999: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 1998: ¥1,500,000 (Direct Cost: ¥1,500,000)
Keywordslipase / hydrolytic activity / enantioselectivity / Candida rugosa / 立体選択性 / カンジダ ルゴサ / カンジタルゴサ
Research Abstract

The aim of this project is to realize and control an enzymatic reaction as a chemical reaction. The research results are as follows ;
(1) Candida rugosa lipase (CRL) was treated with several concentrations of 2-propanol in water and the changes of the amount of the recovered protein, the hydrolytic activity, and the enentioselectivity toward methyl 2-phenylpropanoate were studied. The results shows that the conformational change of CRL occurred in 30% 2-propanol treatment.
(2) The sizes of the large, medium, and small substituent recognition sites (L, M, and S pocket, respectively) in CRL were roughly estimated by measuring the specific hydrolytic activity against several p-nitrophenyl esters. These relative sizes were assessed as L pocket > phenyl, ethyl > M pocket > methyl > S pocket > hydrogen.
(3) The highly enantioselective transesterification of 2-phenyl-1-propanol, which has not been efficiently resolved by lipase-catalyzed reactions, was attained by using vinyl esters having aromatic ring in acyl moiety as vinyl 3-phenylpropanoate.

Report

(3 results)
  • 1999 Annual Research Report   Final Research Report Summary
  • 1998 Annual Research Report
  • Research Products

    (12 results)

All Other

All Publications (12 results)

  • [Publications] Tadashi Kometani 他: "Enzymatic Resolution of 2Filuoro-2-arylacetic Acid Derivative"Journal of Molecular Catalysis B : Enzymatic. 5. 171-174 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Masaki Kawasaki 他: "Lipase-catalysed transestevification of 2-phenyl-1-propanol with Vinyl Esters Having Aremation Ring in Acyl Moiety"Tetrahedron Letters. 40. 5223-5226 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Michimasa Goto 他: "Enzymatis Resolution of 2-Phenyl-1-propanol by Enantioselective Hydrolysis of Its Ester haring a BulkyGroup in an Acyl Moiety"Journal of Molecular Catalysis B : Enzymatic. (in press).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Michimasa Goto 他: "Biding site of Acyl Moiety in Ester Hydrolysis by Candida rugosa lipase"Journal of Molecular Catalysis B : Enzymatic. (in press).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Tadashi Kometani, Takahiro Isobe, Michimasa Goto, Yoshio Takeuchi, Guter Haufe: "Enzymatic Resolution of 2-Fluoro-2-arylacetic Acid Derivatives"Journal of Molecular Catalysis B : Enzymatic. 5. 171-174 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Masashi Kawasaki, Michimasa Goto, Shigeki Kawabata, Tomoko Kodama, Tadashi Kometani: "Lipase-Catalyzed Transesterification of 2-Phenyl-1-propanol with Vinyl Esters Having Aromatic Ring in Acyl Moiety"Tetrahedorn Letters. 40. 5223-5226 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Michimasa Goto, Masashi Kawasaki, Tadashi Kometani: "Enzymatic resolution of 2-phenyl-1-propanol by enantioselective hydrolysis of its ester having a bulky group in an acyl moiety"Journal of Molecular Catalysis B : Enzymatic. (in press).

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Michimasa Goto, Masashi Kawasaki, Tadashi Kometani: "Binding site of acyl moiety in ester hydrolysis by Candida rugosa lipase"Journal of Molecular Catalysis B : Enzymatic. (in press).

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Masashi Kawasaki 他: "Lipase-Catalysed Transesterification of 2-Phenyl-1-Propanol with Vinyl Esters Having Aramatic Ring in Acyl Moiety"Tetrahedron Letters. 40・28. 5223-5226 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] Michimasa Goto 他: "Enzymatic Resolution of 2-Phenyl-1-propanol by Enantioselective Hydrolysis of Its Ester Having a Bulky Group in an Acyl Moiety"Journal of Molecular Catalysis B: Enzymatic. (in press).

    • Related Report
      1999 Annual Research Report
  • [Publications] Michimasa Goto 他: "Binding Site of Acyl Moiety in Ester Hydrolysis by Candida rugosa lipase"Journal of Molecular Catalysis B: Enzymatic. (in press).

    • Related Report
      1999 Annual Research Report
  • [Publications] Tadashi Kometani 他: "Enzymatic resolution of 2-fluoro-2-arylacetic acid derivative" Journal of Molecular Catalysis B:Enzytmtic. 5・1-4. 171-174 (1998)

    • Related Report
      1998 Annual Research Report

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Published: 1998-04-01   Modified: 2016-04-21  

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