Journal
APPLIED MICROBIOLOGY AND BIOTECHNOLOGY
Volume 95, Issue 3, Pages 635-645Publisher
SPRINGER
DOI: 10.1007/s00253-012-4064-6
Keywords
Asymmetric reduction; Old yellow enzyme; Enoate reductase; Activated alkene; Achromobacter sp.; Baclofen
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Funding
- National Natural Science Foundation of China [20802073, 21072183]
- 100 Talents Program
- West Light Foundation of the Chinese Academy of Sciences
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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)-beta-aryl-beta-cyano-propanoic acids, a precursor of (R)-gamma-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, beta-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).
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