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  • 1
    Electronic Resource
    Electronic Resource
    Preparation of (S)-2,3-dichloro-1-propanol byPseudomonas sp. and its use in the synthesis of (R)-epichlorohydrin (1992)
    Springer
    Journal of industrial microbiology and biotechnology 9 (1992), S. 97-101 
    Details
    ISSN: 1476-5535
    Keywords: Stereospecific degradation of 2,3-dichloro-1-propanol ; Pseudomonas sp. ; Microbial resolution ; (S)-2,3-Dichloro-1-propanol
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Process Engineering, Biotechnology, Nutrition Technology
    Notes: Summary Pseudomonas sp. OS-K-29 assimilated (R)-2,3-dichloro-1-propanol preferentially as the sole source of carbon. Isolation of optically pure (S)-2,3-dichloro-1-propanol with 100% enantiomer excess (e.e.) from the racemate was done based on this bacterial assimilation using immobilized-cells of OS-K-29 with calcium-alginate. The overall examination of the reactor involved 19 batches for 50 days without loss of its activity. Highly pure (R)-epichlorohydrin with 99.5% e.e. was prepared from the (S)-2,3-dichloro-1-propanol with treatment of aqueous NaOH. This new method is simple and useful for manufacturing optically active (S)-2,3-dichloro-1-propanol and (R)-epichlorohydrin.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01569739
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Production of highly optically active (R)-3-chloro-1,2-propanediol using a bacterium assimilating the (S)-isomer (1993)
    Springer
    Applied microbiology and biotechnology 40 (1993), S. 273-278 
    Details
    ISSN: 1432-0614
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Process Engineering, Biotechnology, Nutrition Technology
    Notes: 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.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00170380
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    Paper (German National Licenses)
    Fulltext
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