title: High-yield synthesis of bioactive ethyl cinnamate by enzymatic esterification of cinnamic acid.
abstract: In this paper, Lipozyme TLIM-catalyzed synthesis of ethyl cinnamate through esterification of cinnamic acid with ethanol was studied. In order to increase the yield of ethyl cinnamate, several media, including acetone, isooctane, DMSO and solvent-free medium, were investigated in this reaction. The reaction showed a high yield by using isooctane as reaction medium, which was found to be much higher than the yields reported previously. Furthermore, several parameters such as shaking rate, water activity, reaction temperature, substrate molar ratio and enzyme loading had important influences on this reaction. For instance, when temperature increased from 10 to 50 °C, the initial reaction rate increased by 18 times and the yield of ethyl cinnamate increased by 6.2 times. Under the optimum conditions, lipase-catalyzed synthesis of ethyl cinnamate gave a maximum yield of 99%, which was of general interest for developing industrial processes for the preparation of ethyl cinnamate.
authors.affiliation: College of Pharmaceutical Science, Hebei University, Baoding 071002, China.
authors.forename: Yun
authors.initials: Y
authors.lastname: Wang
authors.affiliation: College of Pharmaceutical Science, Hebei University, Baoding 071002, China; Key Laboratory of Pharmaceutical Quality Control of Hebei Province, College of Pharmaceutical Science, Hebei University, Baoding 071002, China. Electronic address: donghaozhang1@163.com.
authors.forename: Dong-Hao
authors.initials: DH
authors.lastname: Zhang
authors.affiliation: College of Pharmaceutical Science, Hebei University, Baoding 071002, China.
authors.forename: Jiang-Yan
authors.initials: JY
authors.lastname: Zhang
authors.affiliation: College of Pharmaceutical Science, Hebei University, Baoding 071002, China.
authors.forename: Na
authors.initials: N
authors.lastname: Chen
authors.affiliation: Computer Center, Hebei University, Baoding 071002, China.
authors.forename: Gao-Ying
authors.initials: GY
authors.lastname: Zhi
mesh_terms: D002934:Cinnamates / Q000138:chemical synthesis* / Q000737:chemistry*; D004800:Enzymes, Immobilized / Q000737:chemistry*; D004951:Esterification / Q000502:physiology*
chemical_list: D002934:Cinnamates; D004800:Enzymes, Immobilized; C029010:cinnamic acid; C451418:ethyl cinnamate
keywords: Cinnamic acid; Esterification; Ethyl cinnamate; Lipase; Reaction medium