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HERO ID
7537443
Reference Type
Journal Article
Title
Highly efficient synthesis of chiral alcohols with a novel NADH-dependent reductase from Streptomyces coelicolor
Author(s)
Wang, LJ; Li, CX; Ni, Y; Zhang, J; Liu, X; Xu, JH
Year
2011
Is Peer Reviewed?
Yes
Journal
Bioresource Technology
ISSN:
0960-8524
EISSN:
1873-2976
Volume
102
Issue
14
Page Numbers
7023-7028
Language
English
PMID
21570826
DOI
10.1016/j.biortech.2011.04.046
Abstract
An NADH-dependent reductase (ScCR) from Streptomyces coelicolor was discovered by genome mining for carbonyl reductases. ScCR was overexpressed in Escherichia coli BL21, purified to homogeneity and its catalytic properties were studied. This enzyme catalyzed the asymmetric reduction of a broad range of prochiral ketones including aryl ketones, α- and β-ketoesters, with high activity and excellent enantioselectivity (>99% ee) towards β-ketoesters. Among them, ethyl 4-chloro-3-oxobutanoate (COBE) was efficiently converted to ethyl (S)-4-chloro-3-hydroxybutanoate ((S)-CHBE), an important pharmaceutical intermediate, in water/toluene biphasic system. As much as 600 g/L (3.6M) of COBE was asymmetrically reduced within 22 h using 2-propanol as a co-substrate for NADH regeneration, resulting in a yield of 93%, an enantioselectivity of >99% ee, and a total turnover number (TTN) of 12,100. These results indicate the potential of ScCR for the industrial production of valuable chiral alcohols.
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