Functional Characterization of a New Antarctic Microbial Esterase EST112-2 and Its Use in the Preparation of Chiral Tertiary Alcohol (S)-Linalool
Deng, D; Sai, K; Sun, AJ; Hu, YF; Zhang, Y
刊名CHINESE JOURNAL OF ORGANIC CHEMISTRY
2018
卷号38期号:5页码:1185-1192
通讯作者saike@sysucc.org.cn ; yunfeng.hu@scsio.ac.cn
英文摘要Chiral tertiary alcohols (TAs) are key building blocks for the synthesis of many crucial flavor compounds and pharmaceuticals. The two enantiomers of tertiary alcohol, linalool, differ in odor. So, sustainable strategies for the manufacture of optically pure TAs represented by linalool, are highly desirable. But the enzymatic synthesis of chiral tertian' alcohols through kinetic resolution was not easily achieved, possibly because of the steric hindrance from the chemical structures of tertiary alcohols. Herein, we identified and functionally characterized a new microbial esterase EST112-2 from the antarctic sediments and utilized esterase EST112-2 as a green biocatalyst in the synthesis of chiral tertiary alcohol (S)-linalool through asymmetric hydrolysis of racemic linalyl acetate. Parameters such as pH, temperature, co-solvents, substrate concentrations, enzyme loading and reaction time were optimized for the kinetic resolutions. Desired chiral product (S)-linalool was finally obtained with an enantiomeric excess of over 66% and a yield of over 72% after process optimization. The enantiomeric excess of (S)-linalool prepared by esterase EST112-2 was much higher than that from previous reports.
学科主题Chemistry
关键词[WOS]biocatalysis ; antarctic microbial esterase ; kinetic resolution ; chiral tertiary alcohol ; (S)-linalool
内容类型期刊论文
源URL[http://ir.scsio.ac.cn/handle/344004/16943]  
专题南海海洋研究所_中科院海洋生物资源可持续利用重点实验室
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GB/T 7714
Deng, D,Sai, K,Sun, AJ,et al. Functional Characterization of a New Antarctic Microbial Esterase EST112-2 and Its Use in the Preparation of Chiral Tertiary Alcohol (S)-Linalool[J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY,2018,38(5):1185-1192.
APA Deng, D,Sai, K,Sun, AJ,Hu, YF,&Zhang, Y.(2018).Functional Characterization of a New Antarctic Microbial Esterase EST112-2 and Its Use in the Preparation of Chiral Tertiary Alcohol (S)-Linalool.CHINESE JOURNAL OF ORGANIC CHEMISTRY,38(5),1185-1192.
MLA Deng, D,et al."Functional Characterization of a New Antarctic Microbial Esterase EST112-2 and Its Use in the Preparation of Chiral Tertiary Alcohol (S)-Linalool".CHINESE JOURNAL OF ORGANIC CHEMISTRY 38.5(2018):1185-1192.
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