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Esterification of (RS)-Ibuprofen by native and commercial lipases in a two-phase system containing ionic liquids
Institution:1. Department of Chemistry, Zunyi Normal College, Zunyi, Guizhou 563002, PR China;2. State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, the Chinese Academy of Sciences, Fuzhou, Fujian 350002, PR China;3. School of Chemical Science and Technology, Yunnan University, Kunming 650091, PR China;1. School of Chemistry and Environmental Engineering, Sichuan University of Science & Engineering, Zigong, China;2. Department of Pharmacy, School of Medicine, Xi''an International University, Xi''an 710077, Shaanxi, China
Abstract:Four commercially available lipases and two native lipases from Aspergillus niger AC-54 and Aspergillus terreus AC-430 were used for the resolution of (RS)-Ibuprofen in systems containing the ionic liquids BMIM]PF6] and BMIM]BF4]. The lipases showed higher conversion in a two-phase system using BMIM]PF6] and isooctane compared to that in pure isooctane. Although the best enzyme was a commercially available lipase from Candida rugosa (E = 8.5), another native lipase, produced in our laboratory, from A. niger gave better enantioselectivity (E = 4.6) than the other lipases tested (E = 1.9–3.3.). After thorough optimization of several reaction conditions (type and ratios of isooctane/ionic liquid, amount of enzyme, and reaction time), the E-value of A. niger lipase (15% w/v) could be duplicated (E = 9.2) in a solvent system composed of BMIM]PF6] and isooctane (1:1) after 96 h of reaction.
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