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Utilization of one novel deep-sea microbial protease sin3406-1 in the preparation of ethyl (S)-3-hydroxybutyrate through kinetic resolution
Huang, Jinlong1,2; Xu, Yongkai3; Zhang, Yun1; Sun, Aijun1; Hu, Yunfeng1,4
2018
Source PublicationWORLD JOURNAL OF MICROBIOLOGY & BIOTECHNOLOGY
ISSN0959-3993
Volume34Issue:9Pages:124
AbstractOne novel protease sin3406-1 was identified from Streptomyces niveus SCSIO 3406, which was isolated from the deep sea of the South China Sea, and heterologously expressed in E. coli BL21(DE3). Protease sin3406-1 was further used as a green biocatalyst in the kinetic resolution of racemic ethyl-3-hydroxybutyrate. After careful process optimization, chiral product ethyl (S)-3-hydroxybutyrate was generated with an enantiomeric excess of over 99% and a conversion rate of up to 50% through direct hydrolysis of inexpensive racemic ethyl-3-hydroxybutyrate catalyzed by sin3406-1. Interestingly, protease sin3406-1 exhibited the same enantio-preference as that of esterase PHE21 during the asymmetric hydrolysis of the ester bonds of racemic ethyl-3-hydroxybutyrate. Through mutation studies and molecular docking, we also demonstrated that the four residues close to the catalytic center, S85, A86, Q87 and Y254, played key roles in both the hydrolytic activity and the enantioselectivity of protease sin3406-1, possibly through forming hydrogen bonds between the enzyme and the substrates. Deep-sea microbial proteases represented by sin3406-1 are new contributions to the biocatalyst library for the preparation of valuable chiral drug intermediates and chemicals through enzymatic kinetic resolution.
DepartmentLMB
KeywordBiocatalysis Marine microorganisms Novel protease Kinetic resolution Ethyl (S)-3-hydroxybutyrate
Document Type期刊论文
Identifierhttp://ir.scsio.ac.cn/handle/344004/17642
Collection中科院海洋生物资源可持续利用重点实验室
Affiliation1.Chinese Acad Sci, South China Sea Inst Oceanol, CAS Key Lab Trop Marine Bioresources & Ecol, Guangzhou 510301, Guangdong, Peoples R China
2.Chinese Acad Sci, South China Sea Inst Oceanol, Guangdong Key Lab Marine Materia Med, Guangzhou 510301, Guangdong, Peoples R China
3.Guangxi Normal Univ, Coll Life Sci, Guilin 541004, Peoples R China
4.Shandong Univ Tradit Chinese Med, Affiliated Hosp, Jinan 250014, Shandong, Peoples R China
5.South China Sea Bioresource Exploitat & Utilizat, Guangzhou, Guangdong, Peoples R China
Recommended Citation
GB/T 7714
Huang, Jinlong,Xu, Yongkai,Zhang, Yun,et al. Utilization of one novel deep-sea microbial protease sin3406-1 in the preparation of ethyl (S)-3-hydroxybutyrate through kinetic resolution[J]. WORLD JOURNAL OF MICROBIOLOGY & BIOTECHNOLOGY,2018,34(9):124.
APA Huang, Jinlong,Xu, Yongkai,Zhang, Yun,Sun, Aijun,&Hu, Yunfeng.(2018).Utilization of one novel deep-sea microbial protease sin3406-1 in the preparation of ethyl (S)-3-hydroxybutyrate through kinetic resolution.WORLD JOURNAL OF MICROBIOLOGY & BIOTECHNOLOGY,34(9),124.
MLA Huang, Jinlong,et al."Utilization of one novel deep-sea microbial protease sin3406-1 in the preparation of ethyl (S)-3-hydroxybutyrate through kinetic resolution".WORLD JOURNAL OF MICROBIOLOGY & BIOTECHNOLOGY 34.9(2018):124.
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