title: Enantioselective synthesis of (S)-2-cyano-2-methylpentanoic acid by nitrilase.
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.
authors.affiliation: Department of Biomolecular Science, Gifu University, Yanagido 1-1, Gifu 501-1193, Japan. toyosida@gifu-u.ac.jp
authors.forename: Toyokazu
authors.initials: T
authors.lastname: Yoshida
authors.forename: Koichi
authors.initials: K
authors.lastname: Mitsukura
authors.forename: Takuya
authors.initials: T
authors.lastname: Mizutani
authors.forename: Ryo
authors.initials: R
authors.lastname: Nakashima
authors.forename: Yasuyo
authors.initials: Y
authors.lastname: Shimizu
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Kawabata
authors.forename: Toru
authors.initials: T
authors.lastname: Nagasawa
mesh_terms: D000619:Aminohydrolases / Q000235:genetics / Q000378:metabolism*; D001426:Bacterial Proteins / Q000235:genetics / Q000378:metabolism*; D004926:Escherichia coli / Q000235:genetics / Q000378:metabolism; D006863:Hydrogen-Ion Concentration; D006868:Hydrolysis; D009570:Nitriles / Q000737:chemistry / Q000378:metabolism; D010421:Pentanoic Acids / Q000032:analysis / Q000737:chemistry / Q000378:metabolism*; D012240:Rhodococcus / Q000201:enzymology / Q000235:genetics; D013237:Stereoisomerism; D013696:Temperature
chemical_list: D001426:Bacterial Proteins; D009570:Nitriles; D010421:Pentanoic Acids; D000619:Aminohydrolases; C021867:nitrilase