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Production of optically active amino acids and their derivatives by microbial hydantoinase

Research Project

Project/Area Number 02660113
Research Category

Grant-in-Aid for General Scientific Research (C)

Allocation TypeSingle-year Grants
Research Field 応用微生物学・発酵学
Research InstitutionKyoto University

Principal Investigator

SHIMIZU Sakayu  Kyoto University, Department of Agricultural Chemistry, Associate Professor, 農学部, 助教授 (70093250)

Co-Investigator(Kenkyū-buntansha) KOBAYASHI Michihiko  Kyoto University, Dept. Agric. Chem. Assistant Professor, 農学部, 助手 (70221976)
NAGASAWA Toru  Nagoya University, Department of Food Technology, Associate Profesosor, 農学部, 助教授 (60115904)
Project Period (FY) 1990 – 1991
Project Status Completed (Fiscal Year 1991)
Budget Amount *help
¥2,000,000 (Direct Cost: ¥2,000,000)
Fiscal Year 1991: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 1990: ¥1,500,000 (Direct Cost: ¥1,500,000)
Keywordshydantoinase / dihydropyrimidinase / nucleoside oxidase / N-carbamoylamino acid amidohydrolase / optically acitive amino acids / optically active amines / aromatic acylarylamidase
Research Abstract

(1)A novel ATP-dependent amidohydrolase(AIP-hydantoinase), which catalyzes hydrolysis of various 5-substituted hydantoins and ATP to the corresponding N-carbamoyl-L-amino acids, ammonia and carbon dioxide, and ADP and inorganic phosphate, respectively, was purified and crystallized from cells of a soil isolated bacterium PseudoMonas putida 77. the enzyme was found to catalyze the hydrolysis of several nucleoside triphosphates not only in the presence but also in the absence of amide substrate. The kinetic data suggested the conformational change of the enzyme after the binding of amide substrate. Such binding seemed to be absolutely necessary for the hydrolysis of nucleoside triphosphate. The enzyme was shown to be useful for the synthesis of various optically active N-carbamoyl-L-amino acids and for the determination of serum or urine creatine.
(2)A new N-carbamoyl-D-amino acid amidohydrolase, which shows high specificity toward N-carbamoyl-D-p-hydroxyphenylglycine, was isolated from a Gram negative soil isolated bacterium and characterized in some details. The enzyme was shown to be highly thermostable and useful catalyst for the practical production of D-p-hydroxyphenylglycine.
(3)A novel aromatic-aryl amidase which hydrolyzes various aromatic aryl-acyl amities, was found in a soil isolated Pseudomonase putida Sc-2. The enzyme was shown to be useful for optical resolution of various arcxuatic amines.
(4)A new enzyme, nucleoside odidase which catalyzes oxidation of various nucleosides to the corresponding nucleoside 5'-carboxylic acids with concomitant production of hydrogenperoxide, was found in a soil isolated bacterium. The enzyme was seemed to have very close relation to the metabolism of hydantoin-pyrimidine metabolism.

Report

(3 results)
  • 1991 Annual Research Report   Final Research Report Summary
  • 1990 Annual Research Report
  • Research Products

    (10 results)

All Other

All Publications (10 results)

  • [Publications] Warawadee Nirdnoy: "Characterization of a novel enzyme,ATP-dependent N-methyl-hydantoin hydroase,form Pseudomonas putida 77 and its application to creatinine determination" Ann.Rep.ICBiotech. 12. 249-262 (1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Yang-Mun Choi: "Purification and properties of nucleoside oxidae from Flavobacterium meningosepticum" Ann.Rep.ICBiotech. 13. 95-103 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Sakayu Shimizu: "Microbial asymmetric hydrolysis N-acetyl-1-methyl-3-propyl-amine to optically active 1-methyl-3-phenylpropylamine" Appl.Microbiol.Biotechnol.(1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Warawadee Nirdnoy. Sakayu Shimizu & Hideaki Yamada: "Chearacterization of a novel enzyme, ATP-dependetn N-methyl-hydantoin hydrolase, from Pseudomonas putida 77 and its application to creatinine determination" Ann. Rep. ICBiotech. 12. 249-262 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Yang-Mun Choi, Shinji Koga, Li-Yao Cheng, Sakayu Shimizu & Hideaki Yamada: "Purification and properties of nucleoside oxidase from Flavobacterium meningosepticum" Ann. Rep. ICBiotech. 13. 95-103 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Sakayu Shimizu, Jun Ogawa & Hideaki Yamada: "Microbial asymmetric hydrolysis N-acetyl-1-methyl-3-propylamine to optically active 1-methyl-3-phenylpropylamine" Appl. Microbiol. Biotechnol.(1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1991 Final Research Report Summary
  • [Publications] Warawadee Nirdnoy: "Characterization of a novel enzyme,ATPーdependent Nーmethylーhydantoin hydrolase,form Pseudomonas putida 77 and its application to creatinine determination" Ann.Rep.ICBiotech. 12. 249-262 (1989)

    • Related Report
      1991 Annual Research Report
  • [Publications] YangーMun Choi: "Purification and properties of nucleoside oxidase from Flavobacterium meningosepticum" Ann.Rep.ICBiotech. 13. 95-103 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Sakayu Shimizu: "Microbial asymmetric hydrolysis Nーacetylー1ーmethylー3ーpropylーamine to optically active 1ーmethylー3ーphenylpropylamine" Appl.Microbiol.Biotechnol.(1992)

    • Related Report
      1991 Annual Research Report
  • [Publications] 山田 秀明: "ハイブリッドプロセス総論" 化学増刊. 119. 3-18 (1991)

    • Related Report
      1990 Annual Research Report

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Published: 1990-04-01   Modified: 2016-04-21  

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