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Utilization of deep-sea microbial esterase PHE21 to generate chiral sec-butyl acetate through kinetic resolutions
Wang, YL; Xu, YK; Zhang, Y; Sun, AJ; Hu, YF; yunfeng.hu@scsio.ac.cn
2018
Source PublicationCHIRALITY
Volume30Issue:8Pages:1027-1035
AbstractWe previously identified and characterized 1 novel deep-sea microbial esterase PHE21 and used PHE21 as a green biocatalyst to generate chiral ethyl (S)-3-hydroxybutyrate, 1 key chiral chemical, with high enantiomeric excess and yield through kinetic resolution. Herein, we further explored the potential of esterase PHE21 in the enantioselective preparation of secondary butanol, which was hard to be resolved by lipases/esterases. Despite the fact that chiral secondary butanols and their ester derivatives were hard to prepare, esterase PHE21 was used as a green biocatalyst in the generation of (S)-sec-butyl acetate through hydrolytic reactions and the enantiomeric excess, and the conversion of (S)-sec-butyl acetate reached 98% and 52%, respectively, after process optimization. Esterase PHE21 was also used to generate (R)-sec-butyl acetate through asymmetric transesterification reactions, and the enantiomeric excess and conversion of (R)-sec-butyl acetate reached 64% and 43%, respectively, after process optimization. Deep-sea microbial esterase PHE21 was characterized to be a useful biocatalyst in the kinetic resolution of secondary butanol and other valuable chiral secondary alcohols.
Department[Wang, Yilong; Zhang, Yun; Sun, Aijun; Hu, Yunfeng] Chinese Acad Sci, South China Sea Inst Oceanol, CAS Key Lab Trop Marine Bioresources & Ecol, Guangzhou 510301, Guangdong, Peoples R China; [Wang, Yilong; Zhang, Yun; Sun, Aijun; Hu, Yunfeng] Chinese Acad Sci, South China Sea Inst Oceanol, Guangdong Key Lab Marine Mat Med, Guangzhou, Guangdong, Peoples R China; [Xu, Yongkai] Shandong Univ Tradit Chinese Med, Affiliated Hosp, Jinan, Shandong, Peoples R China; [Hu, Yunfeng] South China Sea Bioresource Exploitat & Utilizat, Guangzhou, Guangdong, Peoples R China
Subject AreaPharmacology & Pharmacy ; Chemistry
WOS Keywordbiocatalysis ; chiral sec-butyl acetate ; deep-sea microorganism ; kinetic resolution ; novel microbial esterase
Funding ProjectLMB
Document Type期刊论文
Identifierhttp://ir.scsio.ac.cn/handle/344004/16917
Collection中科院海洋生物资源可持续利用重点实验室
Corresponding Authoryunfeng.hu@scsio.ac.cn
Recommended Citation
GB/T 7714
Wang, YL,Xu, YK,Zhang, Y,et al. Utilization of deep-sea microbial esterase PHE21 to generate chiral sec-butyl acetate through kinetic resolutions[J]. CHIRALITY,2018,30(8):1027-1035.
APA Wang, YL,Xu, YK,Zhang, Y,Sun, AJ,Hu, YF,&yunfeng.hu@scsio.ac.cn.(2018).Utilization of deep-sea microbial esterase PHE21 to generate chiral sec-butyl acetate through kinetic resolutions.CHIRALITY,30(8),1027-1035.
MLA Wang, YL,et al."Utilization of deep-sea microbial esterase PHE21 to generate chiral sec-butyl acetate through kinetic resolutions".CHIRALITY 30.8(2018):1027-1035.
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