title: Enzymatic Hydrolytic Resolution of Racemic Ibuprofen Ethyl Ester Using an Ionic Liquid as Cosolvent.
abstract: The aim of this study was to develop an ionic liquid (IL) system for the enzymatic resolution of racemic ibuprofen ethyl ester to produce (S)-ibuprofen. Nineteen ILs were selected for use in buffer systems to investigate the effects of ILs as cosolvents for the production of (S)-ibuprofen using thermostable esterase (EST10) from Thermotoga maritima. Analysis of the catalytic efficiency and conformation of EST10 showed that [OmPy][BF₄] was the best medium for the EST10-catalyzed production of (S)-ibuprofen. The maximum degree of conversion degree (47.4%), enantiomeric excess of (S)-ibuprofen (96.6%) and enantiomeric ratio of EST10 (177.0) were achieved with an EST10 concentration of 15 mg/mL, racemic ibuprofen ethyl ester concentration of 150 mM, at 75 °C , with a reaction time of 10 h. The reaction time needed to achieve the highest yield of (S)-ibuprofen was decreased from 24 h to 10 h. These results are relevant to the proposed application of ILs as solvents for the EST10-catalyzed production of (S)-ibuprofen.
authors.affiliation: School of Food and Biological Engineering, Zhengzhou University of Light Industry, 5 Dongfeng Rd., Zhengzhou 450002, China. weit8008@zzuli.edu.cn.|Collaborative Innovation Center of Food Production and Safety, 136 Science Avenue, Zhengzhou 450002, China. weit8008@zzuli.edu.cn.
authors.forename: Tao
authors.initials: T
authors.lastname: Wei
authors.affiliation: School of Food and Biological Engineering, Zhengzhou University of Light Industry, 5 Dongfeng Rd., Zhengzhou 450002, China. 15238358950@163.com.|Collaborative Innovation Center of Food Production and Safety, 136 Science Avenue, Zhengzhou 450002, China. 15238358950@163.com.
authors.forename: Kunpeng
authors.initials: K
authors.lastname: Yang
authors.affiliation: School of Food and Biological Engineering, Zhengzhou University of Light Industry, 5 Dongfeng Rd., Zhengzhou 450002, China. baibing82@163.com.
authors.forename: Bing
authors.initials: B
authors.lastname: Bai
authors.affiliation: School of Food and Biological Engineering, Zhengzhou University of Light Industry, 5 Dongfeng Rd., Zhengzhou 450002, China. pds0188@126.com.
authors.forename: Jie
authors.initials: J
authors.lastname: Zang
authors.affiliation: School of Food and Biological Engineering, Zhengzhou University of Light Industry, 5 Dongfeng Rd., Zhengzhou 450002, China. 15038262577@126.com.
authors.forename: Xuan
authors.initials: X
authors.lastname: Yu
authors.affiliation: School of Food and Biological Engineering, Zhengzhou University of Light Industry, 5 Dongfeng Rd., Zhengzhou 450002, China. duobinmao@126.com.|Collaborative Innovation Center of Food Production and Safety, 136 Science Avenue, Zhengzhou 450002, China. duobinmao@126.com.
authors.forename: Duobin
authors.initials: D
authors.lastname: Mao
mesh_terms: D002384:Catalysis; D005019:Ethyl Ethers / Q000737:chemistry*; D006863:Hydrogen-Ion Concentration; D006868:Hydrolysis; D007052:Ibuprofen / Q000737:chemistry*; D052578:Ionic Liquids / Q000737:chemistry*; D008968:Molecular Conformation; D012997:Solvents / Q000737:chemistry*; D013696:Temperature
chemical_list: D005019:Ethyl Ethers; D052578:Ionic Liquids; D012997:Solvents; D007052:Ibuprofen
keywords: (S)-ibuprofen; cosolvent; enzymatic; ionic liquid; racemic ibuprofen