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

Development of Novel Lyases and Their Application to the Synthesis of Optically Active Compounds

Research Project

Project/Area Number 07660117
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field 応用微生物学・応用生物化学
Research InstitutionToyama Prefectural University

Principal Investigator

ASANO Yasuhisa  Toyama Prefectural University, Biotechnology Research Center, Professor, 工学部, 教授 (00222589)

Co-Investigator(Kenkyū-buntansha) YAMADA Hideaki  Biotechnology Research Center, Toyama Prefectural University, Professor, 工学部, 教授 (30027180)
DAIRI Tohru  Toyama Prefectural University, Biotechnology Research Center, Associate Professo, 工学部, 助教授 (70264679)
KATO Yasuo  Toyama Prefectural University, Biotechnology Research Center, Associate Professo, 工学部, 助教授 (20254237)
Project Period (FY) 1995 – 1996
Project Status Completed (Fiscal Year 1996)
Budget Amount *help
¥2,800,000 (Direct Cost: ¥2,800,000)
Fiscal Year 1996: ¥900,000 (Direct Cost: ¥900,000)
Fiscal Year 1995: ¥1,900,000 (Direct Cost: ¥1,900,000)
KeywordsLyase / Maleic Acid / D-Malic Acid / Maleate hydratase / 3-Methylaspartase / マレートスドラターゼ
Research Abstract

First, we screened for microorganisms having new hydro-lyases catalyzing hydration of maleic acid and itaconic acid, respectively, to produce D-malic acid and citramalic acid which are food additives and starting materials in synthetic organic chemistry, etc. The bacterial maleate hydratase from Arthrobacter sp. was purified to homogeneity and characterized. The culture and reaction conditions for the production of optically pure D-malate from maleate were studied. Under an optimum condition, 87 grams/liter of D-malate was produced in 20 h. The yield was 72 mole %. (S)-(+)-Citramalate producing activity from itaconate was also studied. A.denitrificans produced (S)-(+)-Citramalate in a 99.9 % enantiomeric excess. Under an optimum condition, 27 g of (S)-(+)-citramalate per liter was produced in 30 h. The yield was 69 mol%.
Second, a screening was carried out for new 3-methylaspartate ammonia-lyases which catalyze the synthesis of L-aspartic acid derivatives from fumaric acid derivatives. We discovered for the first time that 3-methylaspartate ammonia-lyase (MAL) producers are relatively widely distributed in the family of facultatively anaerobic Enterobacteriaceae. Crystalline MALs from Citrobacter freundii, C.amalonaticus, and Morganella morganii, were characterized. Using cell-free extracts of the isolates, optically pure (2S, 3S)-3-methylaspartic, (2S, 3S)-3-ethylaspartic, and (2R, 3S)-3-chloroaspartic acids were synthesized from corresponding fumaric acid derivatives.

Report

(3 results)
  • 1996 Annual Research Report   Final Research Report Summary
  • 1995 Annual Research Report
  • Research Products

    (28 results)

All Other

All Publications (28 results)

  • [Publications] Y.Asano,M.Ueda and H.Yamada: "Microbial Production of D-Malate from Maleate" Appl.Environ.Microbiol.59. 1110-1113 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] M.Ueda,Y.Asano and H.Yamada: "Purification and Characterization of Maleate Hydratese from Arthrobacter sp.strain MCI2612" Biosci.Biotech.Biochem.57. 1545-1548 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] M.Ueda,et al: "Production of S-(+)-Citramalate from Itaconate by Resting Cells of Alcaligenes denitrificans strain MCI2775" Appl.Microbiol.Biotechnol.40. 466-469 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Y.Asano and Y.Kato: "Crystalline 3-Methylaspartase from a Facultative Anaerobe,Escherichia coli strain YG1002" FEMS Microbiol.Lett.118. 255-258 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] M.Ueda,H.Yamada and Y.Asano: "The Substrate Specificity of Maleate Hydratase from Arthrobacter sp.strain MCI2612" Appl.Microbiol.Biotechnol.41. 215-218 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Y.Kato and Y.Asano: "3-Methylaspartate ammonia-lyase from a Faculative Anaerobe,strain YG-1002" Appl.Microbiol.Biotechnol.43. 901-907 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Y.Asano and Y.Kato: "Occurrence of 3-Methylaspartate ammonia-lyase in Facultative Anaerobes and Their Application to Synthesis of 3-Substituted(S)-Aspartic Acids." Biosci.Biotech.Biochem.58. 223-224 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Y.Kato,J.Yamagishi and Y.Asano: "Maleate cis-trans Isomerase from Arthrobacter sp.TPU 5446." J.Ferment.Bioeng.80. 610-612 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Y.Kato,S.Ooe and Y.Asano: "新規アミノ酸アンモニアリアーゼのスクリーニング" 富山県立大学紀要. 5. 114-126 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Y.Asano, M.Ueda and H.Yamada: "Microbial Production of D-Malate from Malate" Apple.Environ.Microbiol.59. 1110-1113 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] M.Ueda, Y.Asano and H.Yamada: "Purification and Characterization of Maleate Hydratase from Arthrobacter sp. strain MCI2612" Biosci.Biotech.Biochem.57. 1545-1548 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] M.Ueda, R.Sashida, H.Yamada and Y.Asano: "Production of S-(+)-Citramalate from Itacinate by Resting Cells of Alcaligenes denitrificans strain MCI2775" Apple.Microbiol.Biotechnol.40. 466-469 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] M.Ueda, H.Yamada and Y.Asano: "The Substrate Specificity of Maleate Hydratase from Arthrobactor sp.strain MCI2612" Apple.Microbiol.Biotechnol.41. 215-218 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Y.Asano and Y.Kato: "Occurrence of 3-Methylaspartate ammonia-lyase in Facultative Anaerobes and Their Application to Synthesis of 3-Substituted (S)-Aspartic Acids" Biosci.Biotech.Biochem.58. 223-224 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Y.Asano and Y.Kato: "Crystalline 3-Methylaspartase from a Facultative Anaerobe, Escherichia coli strain YG1002" FEMS Microbiol.Lett.118. 255-258 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Y.Kato and Y.Asano: "Purification and Properties of Crystalline 3-Methylaspartate Ammonia-lyase from Two Facultative Anaerobes, Citrobacter sp. Strain YG-0504 and Morganella morganii Strain YG-0601" Biosci.Biotech.Biochem.59. 93-99 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Y.Kato and Y.Asano: "3-Methylaspartate ammonia-lyase from a Faculative Anaerobe, stain YG-1002" Appl.Microbiol.Biotechnol.43. 901-907 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Y.Kato, J.Yamagishi and Y.Asano: "Maleate cis-trans Isomerase from Arthrobacter sp. TPU 5446" J.Ferment.Bioeng.80. 610-612 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Y.Kato, S.Ooe and Y.Asano: "Screening for Novel Ammonia-lyases (in Japanese)" Bull.Toyama Pref.Univ.5. 114-126 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Y.Asano and Y.Kato: "Occurrence of 3-Methylaspartate ammonia-lyase in Facultative Anaerobes and Their Application to Synthesis of 3-Substituted (S)-Aspartic Acids." Biosci.Biotech.Biochem.58. 223-224 (1993)

    • Related Report
      1996 Annual Research Report
  • [Publications] Y.Kato,J.Yamagishi and Y.Asano: "Maleate cis-trans Isomerase from Arthrobacter sp.TPU 5446." J.Ferment.Bioeng.80. 610-612 (1995)

    • Related Report
      1996 Annual Research Report
  • [Publications] Y.Kato,S.Ooe and Y.Asano: "新規アミノ酸アンモニアリアーゼのスクリーニング" 富山県立大学紀要. 5. 114-126 (1995)

    • Related Report
      1996 Annual Research Report
  • [Publications] Y.Asano,M.Ueda and H.Yamada,: "Microbial Production of D-Malate from Maleate" Appl.Environ.Microbiol.59. 1110-1113 (1993)

    • Related Report
      1995 Annual Research Report
  • [Publications] M.Ueda,Y.Asano and H.Yamada: "Purification and Chracterization of Maleate Hydratase from Arthrobacter sp.strain MCI2612" Biosci.Biotech.Biochem.57. 1545-1548 (1993)

    • Related Report
      1995 Annual Research Report
  • [Publications] M.Ueda,et al: "Production of S-(+)-Citramalate from Itaconate by Resting Cells of Alcaligenes denitrificans strain MCI2775" Appl.Microbiol.Biotechnol.40. 466-469 (1993)

    • Related Report
      1995 Annual Research Report
  • [Publications] Y.Asano and Y.Kato: "Crystalline 3-Methylaspartase from a Facultative Anaerobe,Escherichia coli strain YG1002" FEMS Microbiol.Lett.118. 255-258 (1994)

    • Related Report
      1995 Annual Research Report
  • [Publications] M.Ueda,H.Yamada and Y.Asano: "The Substrate Specificity of Maleate Hydratase from Arthrobacter sp.strain MCI2612" Appl.Microbiol.Biotechnol.41. 215-218 (1994)

    • Related Report
      1995 Annual Research Report
  • [Publications] Y.Kato and Y.Asano: "3-Methylaspartate ammonia-lyase from a Faculative Anaerobe,strain YG-1002" Appl.Microbiol.Biotechnol.43. 901-907 (1995)

    • Related Report
      1995 Annual Research Report

URL: 

Published: 1995-04-01   Modified: 2016-04-21  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi