Original Research Paper

Biotechnology Letters

, Volume 35, Issue 5, pp 685-688

Enantioselective synthesis of (S)-2-cyano-2-methylpentanoic acid by nitrilase

  • Toyokazu YoshidaAffiliated withDepartment of Biomolecular Science, Gifu University Email author 
  • , Koichi MitsukuraAffiliated withDepartment of Biomolecular Science, Gifu University
  • , Takuya MizutaniAffiliated withDepartment of Biomolecular Science, Gifu University
  • , Ryo NakashimaAffiliated withDepartment of Biomolecular Science, Gifu University
  • , Yasuyo ShimizuAffiliated withDepartment of Biomolecular Science, Gifu University
  • , Hiroshi KawabataAffiliated withBiotechnology Laboratory, Mitsubishi Chemical Group Science and Technology Research Center, Inc.
  • , Toru NagasawaAffiliated withDepartment of Biomolecular Science, Gifu University

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Abstract

The nitrilase gene of Rhodococcus rhodochrous J1 was expressed in Escherichia coli using the expression vector, pKK223-3. The recombinant E. coli JM109 cells hydrolyzed enantioselectively 2-methyl-2-propylmalononitrile to form (S)-2-cyano-2-methylpentanoic acid (CMPA) with 96 % e.e. Under optimized conditions, 80 g (S)-CMPA l−1 was produced with a molar yield of 97 % at 30 °C after a 24 h without any by-products.

Keywords

Nitrilase Malononitrile Enantioselective hydrolysis Rhodococcus