Utilization of One Novel Microbial Esterase WDEst9 in the Kinetic Resolution of (S)-Methyl 2-chloropropionate and (S)-Ethyl 2-chloropropionate

doi:10.1007/s40242-019-9104-7

Chemical Research in Chinese Universities ›› 2019, Vol. 35 ›› Issue (5): 830-836.doi: 10.1007/s40242-019-9104-7

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Utilization of One Novel Microbial Esterase WDEst9 in the Kinetic Resolution of (S)-Methyl 2-chloropropionate and (S)-Ethyl 2-chloropropionate

WANG Yilong^1,2, XU Yongkai³, ZHANG Yun^1,2, SUN Aijun^1,2, HU Yunfeng^1,2

1. CAS Key Laboratory of Tropical Marine Bio-Resources and Ecology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, P. R. China;
2. Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, P. R. China;
3. Affiliated Hospital of Shandong University of Traditional Chinese Medicine, Jinan 250014, P. R. China

Received:2019-04-10 Online:2019-10-01 Published:2019-09-24
Contact: HU Yunfeng E-mail:yunfeng.hu@scsio.ac.cn
Supported by:
Supported by the Scientific and Technological Project of Ocean and Fishery from Guangdong Province, China (No.A201701C12), the Senior User Project of RV KEXUE(No.KEXUE2018G05) and the Priority Research Program of the Chinese Academy of Sciences, China(No.XDA11030404).

Abstract

Abstract: One novel microbial esterase WDEst9 from Dactylosporangium aurantiacum subsp. Hamdenensis NRRL 18085 was functionally characterized and the results demonstrated that the enantio-preference of WDEst9 was opposite to that of three other microbial esterases(BSE01701, PHE14 and Bae02030) in the kinetic resolution of racemic methyl lactate. We further investigated the potential of esterase WDEst9 in the kinetic resolution of both (±)-methyl 2-chloropropionate and (±)-ethyl 2-chloropropionate. The enantio-preference of WDEst9 was also interestingly opposite to that of esterases EST12-7 and EstC10, and generated (S)-methyl 2-chloropropionate and (S)-ethyl 2-chloropropionate with high enantiomeric excess(both e.e. >98%) and high yield after many iterations of process optimization. Through genome mining, microbial esterase WDEst9 was characterized to be a novel esterase which may provide valuable complementary enantio-selectivity and possesses very good potential in the kinetic resolution of high value-added chiral chemicals.

Key words: Biocatalysis, Novel esterase, Asymmetric hydrolysis, Complementary enantio-preference, (S)-Methyl 2-chloropropionate, (S)-Ethyl 2-chloropropionate

WANG Yilong, XU Yongkai, ZHANG Yun, SUN Aijun, HU Yunfeng. Utilization of One Novel Microbial Esterase WDEst9 in the Kinetic Resolution of (S)-Methyl 2-chloropropionate and (S)-Ethyl 2-chloropropionate[J]. Chemical Research in Chinese Universities, 2019, 35(5): 830-836.

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Utilization of One Novel Microbial Esterase WDEst9 in the Kinetic Resolution of (S)-Methyl 2-chloropropionate and (S)-Ethyl 2-chloropropionate

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