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Functional Characterization of a New Antarctic Microbial Esterase EST112-2 and Its Use in the Preparation of Chiral Tertiary Alcohol (S)-Linalool
Deng, D; Zhang, Y; Sun, AJ; Sai, K; Hu, YF; saike@sysucc.org.cn; yunfeng.hu@scsio.ac.cn
2018
Source PublicationCHINESE JOURNAL OF ORGANIC CHEMISTRY
Volume38Issue:5Pages:1185-1192
AbstractChiral 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.
Department[Deng Dun; 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; [Sai Ke] Sun Yat Sen Univ, Canc Ctr, Dept Neurosurg Neurooncol, Guangzhou 510060, Guangdong, Peoples R China; [Deng Dun; Zhang Yun; Sun Aijun; Hu Yunfeng] Chinese Acad Sci, South China Sea Inst Oceanol, Guangdong Key Lab Marine Mat Med, Guangzhou 510301, Guangdong, Peoples R China; [Deng Dun] Guangdong Acad Agr Sci, Inst Anim Sci, Guangzhou 510640, Guangdong, Peoples R China; [Sai Ke] Collaborat Innovat Ctr Canc Med, Guangzhou 510060, Guangdong, Peoples R China; [Sai Ke] State Key Lab Oncol South China, Guangzhou 510060, Guangdong, Peoples R China
Subject AreaChemistry
WOS Keywordbiocatalysis ; antarctic microbial esterase ; kinetic resolution ; chiral tertiary alcohol ; (S)-linalool
Funding ProjectLMB
Document Type期刊论文
Identifierhttp://ir.scsio.ac.cn/handle/344004/16943
Collection中科院海洋生物资源可持续利用重点实验室
Corresponding Authorsaike@sysucc.org.cn; yunfeng.hu@scsio.ac.cn
Recommended Citation
GB/T 7714
Deng, D,Zhang, Y,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.,Zhang, Y.,Sun, AJ.,Sai, K.,Hu, YF.,...&yunfeng.hu@scsio.ac.cn.(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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