Synthesis of (R)-epichlorohydrin catalyzed by cross-linked cell aggregates of epoxide hydrolase

ZOU Shuping1 JIANG Zhentao1 WANG Zhicai1 LIU Zhiqiang1 ZHENG Yuguo1

(1.National and Local Joint Engineering Research Center for Chiral Biomanufacturing, College of Biotechnology and Bioengineering, Zhejiang University of Technology, Hangzhou, Zhejiang, China 310014)

【Abstract】Polyethyleneimine (PEI) flocculation and glutaraldehyde (GA) cross-linking were used to prepare cross-linked cell aggregates (CLCAs) of whole cells of epoxide hydrolase. The effects of PEI concentration, GA concentration, and diatomite carrier dosage on the activity recovery of CLCAs were investigated. The results show that the optimal values of PEI concentration, GA concentration, and diatomite carrier dosage are 3% (vol), 1% (vol), and 6 g/L, respectively and the activity recovery reaches 88.4%. Using CLCAs as catalysts, racemic epichlorohydrin [(R,S)-ECH] as substrate, the synthesis of (R)-epichlorohydrin [(R)-ECH] in isooctane/phosphate buffer biphase system was investigated. The results show that under the condition of 3:7 volume ratio of isooctane to buffer, substrate concentration of 800 mmol/L, addition of 18 g/L CLCAs, buffer pH 8.0, temperature at 35 °C, the molar yield of (R)-ECH reaches 45.2%, with 99.1% ee. The operational stability of CLCAs in the biphase system was investigated, and the viability of nine batches reused remains basically unchanged, showing good operation stability.

【Keywords】 epoxide hydrolase; cross-linked cell aggregates; immobilization; biocatalysis; multiphase reaction; chiral epichlorohydrin;


【Funds】 National Natural Science Foundation of China (21406205, 21176224)

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(Translated by WANG YX)


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This Article


CN: 11-1946/TQ

Vol 71, No. 09, Pages 4238-4245

September 2020


Article Outline


  • Introduction
  • 1 Experimental materials and methods
  • 2 Results and discussion
  • 3 Conclusion
  • References