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Biocatalytic reduction system for the production of chiral methyl (R)/(S)-4-bromo-3-hydroxybutyrate |
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| Authors: | Hiroyuki Asako Masatoshi Shimizu Nobuya Itoh |
| Affiliation: | a Organic Synthesis Research Laboratory, Sumitomo Chemical Co., Ltd, 1-98, Kasugade-naka 3-chome, Konohana-ku, Osaka 554-8558, Japan b Bioscience Research Center, Sumika Chemical Analysis Service, Ltd, 1-135, Kasugade-naka 3-chome, Konohana-ku, Osaka 554-0022, Japan c Department of Biotechnology, Faculty of Engineering (Biotechnology Research Center), Toyama Prefectural University, Kurokawa 5180, Imizu, Toyama 939-0398, Japan |
| Abstract: | An effective method for producing methyl 4-bromo-3-hydroxybutyrate enantiomers was developed using an engineered protein. Escherichia coli transformant cells containing a mutant β-keto ester reductase (KER-L54Q) from Penicillium citrinum and a cofactor-regeneration enzyme such as glucose dehydrogenase (GDH) or Leifsonia sp. alcohol dehydrogenase (LSADH) were used to produce methyl (S)-4-bromo-3-hydroxybutyrate from methyl 4-bromo-3-oxobutyrate. On the other hand, the production of methyl (R)-4-bromo-3-hydroxybutyrate was achieved by asymmetric reduction of methyl 4-bromo-3-oxobutyrate with a mutant phenylacetaldehyde reductase (PAR-HAR1) from Rhodococcus sp. ST-10. |
| Keywords: | Chiral methyl 4-bromo-3-hydroxybutyrate Biocatalytic production Aldo-keto reductase from Penicillium citrinum Alcohol dehydrogenase from Leifsonia sp. Phenylacetaldehyde reductase from Rhodococcus sp. |
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