文献类型：期刊文献

英文题名：Transesterification Synthesis of Chloramphenicol Esters with the Lipase from Bacillus amyloliquefaciens

作者：Dong, Fengying[1];Li, Lingmeng[1];Lin, Lin[2];He, Dannong[2];Chen, Jingwen[3];Wei, Wei[1];Wei, Dongzhi[1]

机构：[1]East China Univ Sci & Technol, State Key Lab Bioreactor Engn, Newworld Inst Biotechnol, 130 Meilong Rd, Shanghai 200237, Peoples R China;[2]Natl Engn Res Ctr Nanotechnol, Res Lab Funct Nanomat, Shanghai 200241, Peoples R China;[3]Univ South Carolina, Dept Pathol Microbiol & Immunol, Sch Med, 6311 Garners Ferry Rd, Columbia, SC 29209 USA

年份：2017

卷号：22

期号：9

外文期刊名：MOLECULES

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000411499400109)】；

基金：This research was financially supported by the National Natural Science Foundation of China (No. C31570795), the Shanghai International Science and Technology Cooperation Project (No. 14520720500), the Minhang District Leading Talent Project (No. 201541), and the Shanghai Talent Development Project (No. 201531).

语种：英文

外文关键词：enzymatic catalysis; regioselectivity; chloramphenicol esters; green chemistry; Bacillus amyloliquefaciens

摘要：This work presents a synthetic route to produce chloramphenicol esters by taking advantage the high enantio- and regio-selectivity of lipases. A series of chloramphenicol esters were synthesized using chloramphenicol, acyl donors of different carbon chain length and lipase LipBA (lipase cloned from Bacillus amyloliquefaciens). Among acyl donors with different carbon chain lengths, vinyl propionate was found to be the best. The influences of different organic solvents, reaction temperature, reaction time, enzyme loading and water content on the synthesis of the chloramphenicol esters were studied. The synthesis of chloramphenicol propionate (0.25 M) with 4.0 g L-1 of Lip(BA) loading gave a conversion of similar to 98% and a purity of similar to 99% within 8 h at 50 degrees C in 1,4-dioxane as solvent. The optimum mole ratio of vinyl propionate to chloramphenicol was increased to 5:1. This is the first report of B. amyloliquefaciens lipase being used in chloramphenicol ester synthesis and a detailed study of the synthesis of chloramphenicol propionate using this reaction. The high enzyme activity and selectivity make lipase Lip(BA) an attractive catalyst for green chemical synthesis of molecules with complex structures.