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- Title
Asymmetric bioreduction of activated alkenes by a novel isolate of Achromobacter species producing enoate reductase.
- Authors
Liu, Yan-Jie; Pei, Xiao-Qiong; Lin, Hui; Gai, Ping; Liu, Yu-Chang; Wu, Zhong-Liu
- Abstract
The strain Achromobacter sp. JA81, which produced enoate reductase, was applied in the asymmetric reduction of activated alkenes. The strain could catalyze the bioreduction of alkenes to form enantiopure ( R)-β-aryl-β-cyano-propanoic acids, a precursor of ( R)-γ-amino butyric acids, including the pharmaceutically active enantiomer of the chiral drug ( R)-baclofen with excellent enantioselectivity. It could catalyze as well the stereoselective bioreduction of other activated alkenes such as cyclic imides, β-nitro acrylates, and nitro-alkenes with up to >99 % ee and >99 % conversion. The draft genome sequencing of JA81 revealed six putative old yellow enzyme homologies, and the transcription of one of them, Achr-OYE3, was detected using reverse transcription polymerase chain reaction. The recombinant Escherichia coli expressing Achr-OYE3 displayed enoate reductase activity toward ( Z)-3-cyano-3-phenyl-propenoic acid ( 2a).
- Subjects
ACHROMOBACTER; REDUCTASES; ALKENES; CHIRAL drugs; ENANTIOMERS; ESCHERICHIA coli
- Publication
Applied Microbiology & Biotechnology, 2012, Vol 95, Issue 3, p635
- ISSN
0175-7598
- Publication type
Article
- DOI
10.1007/s00253-012-4064-6