Please use this identifier to cite or link to this item: https://doi.org/10.21256/zhaw-1696
Publication type: Article in scientific journal
Type of review: Peer review (publication)
Title: Diastereoselective synthesis of optically active (2R,5R)-hexanediol
Authors: Haberland, Jürgen
Kriegesmann, A.
Wolfram, Evelyn
Hummel, Werner
Liese, Andreas
DOI: 10.21256/zhaw-1696
10.1007/s00253-002-0936-5
Published in: Applied Microbiology and Biotechnology
Volume(Issue): 58
Issue: 5
Page(s): 595
Pages to: 599
Issue Date: 2002
Publisher / Ed. Institution: Springer
ISSN: 0175-7598
1432-0614
Language: English
Subjects: Biomass; Hexanedione; Lactobacillus; Maximal Yield; Biomass Concentration
Subject (DDC): 570: Biology
660.6: Biotechnology
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.
Further description: Erworben im Rahmen der Schweizer Nationallizenzen (http://www.nationallizenzen.ch)
URI: https://digitalcollection.zhaw.ch/handle/11475/2963
Fulltext version: Published version
License (according to publishing contract): Licence according to publishing contract
Departement: Life Sciences and Facility Management
Organisational Unit: Institute of Chemistry and Biotechnology (ICBT)
Appears in collections:Publikationen Life Sciences und Facility Management

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Haberland, J., Kriegesmann, A., Wolfram, E., Hummel, W., & Liese, A. (2002). Diastereoselective synthesis of optically active (2R,5R)-hexanediol. Applied Microbiology and Biotechnology, 58(5), 595–599. https://doi.org/10.21256/zhaw-1696
Haberland, J. et al. (2002) ‘Diastereoselective synthesis of optically active (2R,5R)-hexanediol’, Applied Microbiology and Biotechnology, 58(5), pp. 595–599. Available at: https://doi.org/10.21256/zhaw-1696.
J. Haberland, A. Kriegesmann, E. Wolfram, W. Hummel, and A. Liese, “Diastereoselective synthesis of optically active (2R,5R)-hexanediol,” Applied Microbiology and Biotechnology, vol. 58, no. 5, pp. 595–599, 2002, doi: 10.21256/zhaw-1696.
HABERLAND, Jürgen, A. KRIEGESMANN, Evelyn WOLFRAM, Werner HUMMEL und Andreas LIESE, 2002. Diastereoselective synthesis of optically active (2R,5R)-hexanediol. Applied Microbiology and Biotechnology. 2002. Bd. 58, Nr. 5, S. 595–599. DOI 10.21256/zhaw-1696
Haberland, Jürgen, A. Kriegesmann, Evelyn Wolfram, Werner Hummel, and Andreas Liese. 2002. “Diastereoselective Synthesis of Optically Active (2R,5R)-Hexanediol.” Applied Microbiology and Biotechnology 58 (5): 595–99. https://doi.org/10.21256/zhaw-1696.
Haberland, Jürgen, et al. “Diastereoselective Synthesis of Optically Active (2R,5R)-Hexanediol.” Applied Microbiology and Biotechnology, vol. 58, no. 5, 2002, pp. 595–99, https://doi.org/10.21256/zhaw-1696.


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