Functional Characterization of a New Antarctic Microbial Esterase EST112-2 and Its Use in the Preparation of Chiral Tertiary Alcohol (S)-Linalool
文献类型： 外文期刊
作者： Deng Dun 1 ; Zhang Yun 1 ; Sun Aijun 1 ; Sai Ke 2 ; Hu Yunfeng 1 ;
作者机构： 1.Chinese Acad Sci, South China Sea Inst Oceanol, CAS Key Lab Trop Marine Bioresources & Ecol, Guangzhou 510301, Guangdong, Peoples R China
2.Sun Yat Sen Univ, Canc Ctr, Dept Neurosurg Neurooncol, Guangzhou 510060, Guangdong, Peoples R China
3.Chinese Acad Sci, South China Sea Inst Oceanol, Guangdong Key Lab Marine Mat Med, Guangzhou 510301, Guangdong, Peoples R China
4.Guangdong Acad Agr Sci, Inst Anim Sci, Guangzhou 510640, Guangdong, Peoples R China
5.Collaborat Innovat Ctr Canc Med, Guangzhou 510060, Guangdong, Peoples R China
6.State Key Lab Oncol South China, Guangzhou 510060, Guangdong, Peoples R China
关键词： biocatalysis; antarctic microbial esterase; kinetic resolution; chiral tertiary alcohol; (S)-linalool
期刊名称：CHINESE JOURNAL OF ORGANIC CHEMISTRY （ 影响因子：1.652； 五年影响因子：1.2 ）
ISSN： 0253-2786
年卷期： 2018 年 38 卷 5 期
页码：
收录情况： SCI
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.
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