Abstract
A bacterium that assimilates (S)-3-chloro-1,2-propanediol [monochlorohydrin (MCH)] was isolated from soil by enrichment culture. The bacterium was identified as Pseudomonas sp. by taxonomic studies. The strain grew in a medium containing racemic MCH as a source of carbon and degraded (S)-MCH stereoselectively, liberating chloride ions. The residual isomer was the (R)-form [99.5% enantiomeric excess (ee)], which was obtained from the racemate in a final yield of 36% by using this strain. Subsequently, highly optically active (R)-glycidol (GLD) (99.3% ee) was prepared from the (R)-MCH obtained by reaction in alkaline solution. The cell-free extracts of the cells had both dehalogenating and epoxide-opening activities, which converted various halohydrins to the corresponding epoxides and epoxides to the corresponding diols, respectively.
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Suzuki, T., Kasai, N., Yamamoto, R. et al. Production of highly optically active (R)-3-chloro-1,2-propanediol using a bacterium assimilating the (S)-isomer. Appl Microbiol Biotechnol 40, 273–278 (1993). https://doi.org/10.1007/BF00170380
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DOI: https://doi.org/10.1007/BF00170380