4.8 Article

Highly enantioselective reduction of 2-hydroxy-1-phenylethanone to enantiopure (R)-phenyl-1,2-ethanediol using Saccharomyces cerevisiae of remarkable reaction stability

Journal

BIORESOURCE TECHNOLOGY
Volume 101, Issue 22, Pages 8502-8508

Publisher

ELSEVIER SCI LTD
DOI: 10.1016/j.biortech.2010.06.044

Keywords

Saccharomyces cerevisiae; Asymmetric reduction; Target-oriented screening; Heterogeneous reaction system; (R)-1-phenyl-1,2-ethanediol

Funding

  1. National Natural Science Foundation of China (NSFC) [20776060, 30800017]
  2. National High Technology Research and Development Program of China (863 Program) [2006AA020104, 2007AA02Z226]
  3. National Key Basic Research and Development Program of China (973 Program) [2009CB724706]
  4. Program of Introducing Talents of Discipline to Universities (111 Project) [111-2-06]
  5. Program for Changjiang Scholars and Innovative Research Team in University (PCSIRT) [IRT0532]
  6. Natural Science Foundation of Department of Science and Technology of Jiangsu province, PR China [BK2008528]

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Saccharomyces cerevisiae JUC15 was successfully obtained by target reaction-oriented screening, which reduced 2-hydroxy-1-phenylethanone (HPE) to (R)-phenyl-1,2-ethanediol ((R)-PED) of excellent enantiomeric excess (e.e. >99.9%). There was no significant decrease in the yield and optical purity of (R)-PED when the free cells were reused for 40 repeated cycles at 2 g L-1 substrate concentration. The strain used cheap sucrose for cofactor regeneration and worked over a considerably wider range of pH (4-9). The optimum substrate concentration was 8 g L-1, which was higher than any other biocatalysts reported so far. Interesting, when HPE concentration reached 20 g L-1 in reaction system, where 43.2% of the substrate was present in suspended solid form, the reaction still gave enantiopure (R)-PED in 71% yield. Last but not least, the product e.e. kept above 99.9% in all examined conditions. These results suggest the potential of this strain for the industrial production of optically active (R)-PED. (C) 2010 Elsevier Ltd. All rights reserved.

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