Asymmetric reduction of beta-ketonitriles with a recombinant carbonyl reductase and enzymatic transformation to optically pure beta-hydroxy carboxylic acids.
Alpha-ethylation is concomitant with the reduction of aromatic beta-ketonitriles catalyzed by whole-cell biocatalysts. Use of isolated carbonyl reductase has completely eliminated this competing reaction. (R)-beta-Hydroxy nitriles were obtained via a reduction catalyzed by a recombinant carbonyl reductase with excellent optical purity and were further converted to (R)-beta-hydroxy carboxylic acids via a nitrilase-catalyzed hydrolysis. The present study allows ready access to both chiral beta-hydroxy nitriles and beta-hydroxy carboxylic acids of pharmaceutical importance.
Zhu
Dunming
D
Department of Chemistry, Southern Methodist University, Dallas, Texas 75275, USA.
Ankati
Haribabu
H
Mukherjee
Chandrani
C
Yang
Yan
Y
Biehl
Edward R
ER
Hua
Ling
L
D000429:Alcohol Oxidoreductases / Q000378:metabolism*; D002264:Carboxylic Acids / Q000378:metabolism*; D015394:Molecular Structure; D009249:NADP / Q000378:metabolism; D009570:Nitriles / Q000378:metabolism*
D002264:Carboxylic Acids; D009570:Nitriles; D009249:NADP; D000429:Alcohol Oxidoreductases