Production of ethyl (R)-2-hydroxy-4-phenylbutanoate via reduction of ethyl 2-oxo-4-phenylbutanoate in an interface bioreactor.
Ethyl (R)-2-hydroxy-4-phenylbutanoate [(R)-EHPB], a useful intermediate for the synthesis of various anti-hypertension drugs, was produced via microbial reduction of ethyl 2-oxo-4-phenylbutanoate [EOPB] in an interface bioreactor. Rhodotorula minuta IFO 0920 and Candida holmii KPY 12402 were selected as the best type culture and isolated yeasts, respectively. The highest enantiomeric excess of (R)-EHPB produced by R. minuta and C. holmii were 95 and 94%, respectively. C. holmii was used for the reduction of EOPB in a pad-packed interface bioreactor (inner volume, 3 liter). After incubation for 4 days, 4.4 g of (R)-EHPB was obtained via extraction with methanol followed by column chromatography. The overall yield, chemical purity, and enantiomeric excess of (R)-EHPB were 58%, 99.1%, and 90%, respectively.
Oda
S
S
Technical Research Laboratory, Kansai Paint Co., Ltd., Kanagawa, Japan. odas@als.kansai.co.jp
Inada
Y
Y
Kobayashi
A
A
Ohta
H
H
D000362:Agar; D019149:Bioreactors; D002175:Candida / Q000378:metabolism; D010084:Oxidation-Reduction; D010654:Phenylbutyrates / Q000378:metabolism*; D012248:Rhodotorula / Q000378:metabolism*
D010654:Phenylbutyrates; C078196:2-hydroxy-4-phenylbutyric acid; D000362:Agar