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      Large-scale synthesis of tert-butyl (3R,5S)-6-chloro-3,5-dihydroxyhexanoate by a stereoselective carbonyl reductase with high substrate concentration and product yield.

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          Abstract

          To biosynthesize the (3R,5S)-CDHH in an industrial scale, a newly synthesized stereoselective short chain carbonyl reductase (SCR) was successfully cloned and expressed in Escherichia coli. The fermentation of recombinant E. coli harboring SCR was carried out in 500 L and 5000 L fermenters, with biomass and specific activity of 9.7 g DCW/L, 15749.95 U/g DCW, and 10.97 g DCW/L, 19210.12 U/g DCW, respectively. The recombinant SCR was successfully applied for efficient production of (3R,5S)-CDHH. The scale-up synthesis of (3R,5S)-CDHH was performed in 5000 L bioreactor with 400 g/L of (S)-CHOH at 30°C, resulting in a space-time yield of 13.7 mM/h/g DCW, which was the highest ever reported. After isolation and purification, the yield and d.e. of (3R,5S)-CDHH reached 97.5% and 99.5%, respectively. © 2017 American Institute of Chemical Engineers Biotechnol. Prog., 33:612-620, 2017.

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          Author and article information

          Journal
          Biotechnol Prog
          Biotechnology progress
          Wiley
          1520-6033
          1520-6033
          May 2017
          : 33
          : 3
          Affiliations
          [1 ] Key Laboratory of Bioorganic Synthesis of Zhejiang Province, College of Biotechnology and Bioengineering, Zhejiang University of Technology, Hangzhou, 310014, P.R. China.
          Article
          10.1002/btpr.2460
          28268261
          dd46f4c4-f5e1-4c41-b7e0-78dfa1a5a2d3
          History

          asymmetric reduction,carbonyl reductase,space-time yield,tert-butyl (3R,5S)-6-chloro-3,5-dihydroxyhexanoate,tert-butyl (S)-6-chloro-5-hydroxy-3-oxohexanoate

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