Unexpected stereorecognition in nitrilase-catalyzed hydrolysis of beta-hydroxy nitriles.
Biocatalytic enantioselective hydrolysis of beta-hydroxy nitriles to corresponding (S)-enriched beta-hydroxy carboxylic acids has been achieved for the first time by an isolated nitrilase bll6402 from Bradyrhizobium japonicum USDA110. This offers a new "green" approach to optically pure beta-hydroxy nitriles and beta-hydroxy carboxylic acids. The observed remote stereorecognition is surprising because this nitrilase shows no enantioselectivity for the hydrolysis of alpha-hydroxy nitriles such as mandelonitrile.
Kamila
Sukanta
S
Department of Chemistry, Southern Methodist University, Dallas, Texas 75275, USA.
Zhu
Dunming
D
Biehl
Edward R
ER
Hua
Ling
L
D000619:Aminohydrolases / Q000737:chemistry*; D002384:Catalysis; D006868:Hydrolysis; D013237:Stereoisomerism
D000619:Aminohydrolases; C021867:nitrilase