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)-ß-aryl- ß-cyano-propanoic acids, a precursor of (R)-?-amino butyric acids, including the pharmaceutically active enantiomer of the chiral drug (R)-baclofen with excellent enantioselectivity. It could catalyze aswell the stereoselective bioreduction of other activated alkenes such as cyclic imides, ß-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).
Original language | English |
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Pages (from-to) | 635-645 |
Number of pages | 11 |
Journal | Applied Microbiology and Biotechnology |
Volume | 95 |
Issue number | 3 |
DOIs | |
Publication status | Published - Aug 2012 |
MoE publication type | A1 Journal article-refereed |
Keywords
- Achromobacter sp.
- Activated alkene
- Asymmetric reduction
- Baclofen
- Enoate reductase
- Old yellow enzyme