Functional characterization of a novel microbial esterase identified from the Indian Ocean and its use in the stereoselective preparation of (<i>R</i>)-methyl mandelate -- Journal of Oceanology and Limnology,2016,34(6):1269-1277

	Cite this paper:
	LIANG Jiayuan, SUN Aijun, ZHANG Yun, DENG Dun, WANG Yongfei, MA Sanmei, HU Yunfeng. Functional characterization of a novel microbial esterase identified from the Indian Ocean and its use in the stereoselective preparation of (R)-methyl mandelate[J]. Journal of Oceanology and Limnology, 2016, 34(6): 1269-1277

Functional characterization of a novel microbial esterase identified from the Indian Ocean and its use in the stereoselective preparation of (R)-methyl mandelate

LIANG Jiayuan^1,2, SUN Aijun^1,2, ZHANG Yun^1,2, DENG Dun^1,2, WANG Yongfei⁴, MA Sanmei⁴, HU Yunfeng^1,2,3

1 Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China;
2 Key Laboratory of Tropical Marine Bio-Resources and Ecology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, China;
3 South China Sea Bio-Resource Exploitation and Utilization Collaborative Innovation Center, Guangzhou 510275, China;
4 Department of Biotechnology, Jinan University, Guangzhou 510632, China

Abstract:

Genomic mining has identified a novel microbial alkaline esterase from the Indian Ocean. This esterase was overexpressed in E. coli BL21 (DE3) and further functionally characterized. Under optimal conditions (10 mmol/L substrate, pH 6.0, 2 h at 40℃), this esterase can hydrolyze racemic methyl mandelate to (R)-methyl mandelate with very high optical purity (e.e. >99%) and yield (nearly 90%). Interestingly, the stereoselectivity of this esterase is opposite to that of two previously reported lipases that can generate (S)-methyl mandelate through the hydrolysis of racemic methyl mandelate. No organic solvents or other additives were required to optimize the optical purity and production of the final chiral product (R)-methyl mandelate, which can potentially simplify the production procedure of (R)-methyl mandelate catalyzed by esterase.

Key words: alkaline esterase|kinetic resolution|(R)-methyl mandelate|high optical purity|opposite stereoselectivity

Received: 2015-06-09 Revised: 2015-09-02

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Articles by LIANG Jiayuan

Articles by SUN Aijun

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Articles by DENG Dun

Articles by WANG Yongfei

Articles by MA Sanmei

Articles by HU Yunfeng

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