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Resolution of enantiopure (S)‐1‐(1‐napthyl) ethanol from racemic mixture by a novel Bacillus cereus isolate
Author(s) -
Ranjan Preeti,
Pandey Ashok,
Binod Parameswaran
Publication year - 2017
Publication title -
journal of basic microbiology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.58
H-Index - 54
eISSN - 1521-4028
pISSN - 0233-111X
DOI - 10.1002/jobm.201700207
Subject(s) - biotransformation , ethanol , enantiopure drug , biology , chemistry , enzyme , biochemistry , enantioselective synthesis , catalysis
Chiral intermediates have wide application and high demand in pharmaceutical, agricultural, and other biotechnological industries for the preparation of bulk drug substances or fine chemicals. (S)‐1‐(1‐napthyl) ethanol is an important synthetic intermediate of mevinic acid analog and a potential inhibitor of 3‐hydroxy methyl glutaryl coenzyme A reductase enzymes which is rate limiting for cholesterol synthesis. The present study focuses on the resolution of (RS)‐1‐(1‐napthyl) ethanol using whole cell biotransformation approach. The screening of microbial strains for the specific conversion were performed by the enrichment techniques using (RS)‐1‐(1‐napthyl) ethanol. Evaluation of resolution, i.e., the enantioselective conversion of (R)‐1‐(1‐napthyl) ethanol into 1‐acetonapthone and production of (S)‐1‐(1‐napthyl) ethanol with high purity were carried out. Among the isolates, a novel strain Bacillus cereus WG3 was found to be potent for the resolution and conversion of (S)‐1‐(1‐napthyl) ethanol. This strain showed 86% conversion of (R)‐1‐(1‐napthyl) ethanol and 95% yield of S‐1‐(1‐napthyl) ethanol with 80% ee after 24 h. Further, the optimization of biotransformation reactions was carried out and the optimal parameters were found to be pH 7.0 and temperature 30 °C.