Characterization of a novel marine microbial esterase and its use to make D-methyl lactate

doi:10.1016/S1872-2067(16)62495-6

Chinese Journal of Catalysis ›› 2016, Vol. 37 ›› Issue (8): 1396-1402.DOI: 10.1016/S1872-2067(16)62495-6

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Characterization of a novel marine microbial esterase and its use to make D-methyl lactate

Yilong Wang^a,b, Yun Zhang^a,c, Aijun Sun^a,c, Yunfeng Hu^a,c,d

a. Key Laboratory of Tropical Marine Bio-resources and Ecology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, Guangdong, China;
b. University of Chinese Academy of Sciences, Beijing 100049, China;
c. Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, Guangdong, China;
d. South China Sea Bio-Resource Exploitation and Utilization Collaborative Innovation Center, Guangzhou 510275, Guangdong, China

Received:2016-05-25 Revised:2016-06-22 Online:2016-07-29 Published:2016-08-01
Contact: Yunfeng Hu
Supported by:
This work was supported by the Strategic Priority Research Program of the Chinese Academy of Sciences (XDA11030404), the National Natural Science Foundation of China (21302199), Guangzhou Science and Technology Plan Projects (201510010012) and Key Project from the Chinese Academy of Sciences (KGZD-EW-606).

Abstract

Abstract:

A novel marine microbial esterase PHE14 was cloned from the genome of Pseudomonas oryzihabitans HUP022 isolated from the deep sea of the western Pacific Ocean. Esterase PHE14 exhibited very good tolerance to most organic solvents, surfactants and metal ions tested, thus making it a good esterase candidate for organic synthesis that requires an organic solvent, surfactants or metal ions. Esterase PHE14 was utilized as a biocatalyst in the asymmetric synthesis of D-methyl lactate by enzymatic kinetic resolution. D-methyl lactate is a key chiral chemical. Contrary to some previous reports, the addition of an organic solvent and surfactants in the enzymatic reaction did not have a beneficial effect on the kinetic resolution catalyzed by esterase PHE14. Our study is the first report on the preparation of the enantiomerically enriched product D-methyl lactate by enzymatic kinetic resolution. The desired enantiomerically enriched product D-methyl lactate was obtained with a high enantiomeric excess of 99% and yield of 88.7% after process optimization. The deep sea microbial esterase PHE14 is a green biocatalyst with very good potential in asymmetric synthesis in industry and can replace the traditional organic synthesis that causes pollution to the environment.

Key words: Esterase, Marine microorganism, Biocatalysis, Kinetic resolution, D-methyl lactate, Hydrolysis

Yilong Wang, Yun Zhang, Aijun Sun, Yunfeng Hu . Characterization of a novel marine microbial esterase and its use to make D-methyl lactate[J]. Chinese Journal of Catalysis, 2016, 37(8): 1396-1402.

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Characterization of a novel marine microbial esterase and its use to make D-methyl lactate

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