Advertisement

Applied Microbiology and Biotechnology

, Volume 58, Issue 5, pp 595–599 | Cite as

Diastereoselective synthesis of optically active (2R,5R)-hexanediol

  •  J. Haberland
  •  A. Kriegesmann
  •  E. Wolfram
  •  W. Hummel
  •  A. Liese
Original Paper

Abstract.

Diastereoselective reduction of diketones with Lactobacillus kefir DSM 20587 was examined. The reduction of both oxo-functions proceeded highly diastereoselectively. (2R,5R)-Hexanediol 3 was produced starting from (2,5)-hexanedione 1 in quantitative yields with enantiomeric excess >99% and diastereomeric excess >99%. The reaction conditions were optimized: maximum yield of (2R,5R)-hexanediol was reached at pH 6, 30°C and with equal amounts of substrate and cosubstrate. The applicability of the system in fed-batch experiments was demonstrated. The feed specific biomass concentration required to reach maximal yield and selectivity in fed-batch mode was determined.

Keywords

Biomass Hexanedione Lactobacillus Maximal Yield Biomass Concentration 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Copyright information

© Springer-Verlag 2002

Authors and Affiliations

  •  J. Haberland
    • 1
  •  A. Kriegesmann
    • 1
  •  E. Wolfram
    • 1
  •  W. Hummel
    • 2
  •  A. Liese
    • 1
  1. 1.Forschungszentrum Jülich GmbH, Institute of Biotechnology, 52425 Jülich, Germany
  2. 2.Heinrich-Heine Universität Düsseldorf, Institute of Enzyme Technology, 52426 Jülich, Germany

Personalised recommendations