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Appl Environ Microbiol. 1996 January; 62(1): 152–155.
PMCID: PMC1388748
Production of R-(-)-Ketoprofen from an Amide Compound by Comamonas acidovorans KPO-2771-4
K. Yamamoto, K. Otsubo, A. Matsuo, T. Hayashi, I. Fujimatsu, and K. Komatsu
Abstract
R-(-)-2-(3(prm1)-Benzoylphenyl)propionic acid [R-(-)-ketoprofen] was produced from racemic 2-(3(prm1)-benzoylphenyl)propionamide (keto-amide) by the isolated bacterial strain Comamonas acidovorans KPO-2771-4. Sodium fumarate as the carbon source and 2-azacyclononanone or isobutyronitrile as the enhancer in the culture medium were effective for bacterial growth and the enhancement of R-(-)-ketoprofen-producing activity. R-(-)-Ketoprofen produced from the keto-amide by resting cells was present in 99% enantiomeric exess. C. acidovorans KPO-2771-4 has an R-enantioselective amidase for keto-amide because the purified amidase from the bacterium hydrolyzed keto-amide, producing optically pure R-ketoprofen and ammonia.
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