Highly chemoselective lipase from Candida sp.99-125 catalyzed ring-opening polymerization for direct synthesis of thiol-terminated poly(e-caprolactone)  

作　　者：Ning Zhu Zi-Long Zhang Wei He Xiao-Cheng Geng Zheng Fang Xin Li Zhen-Jiang Li Kai Guo 

机构地区：[1]College of Biotechnology and Pharmaceutical Engineering,Nanjing Tech University [2]School of Pharmaceutical Sciences,Nanjing Tech University [3]State Key Laboratory of Materials-Oriented Chemical Engineering,Nanjing Tech University

出　　处：《Chinese Chemical Letters》2015年第3期361-364,共4页中国化学快报（英文版）

基　　金：supported by a grant from the National Basic Research Program of China (Nos.2012CB725204 and 2011CB710803);the National High Technology Research and Development Program of China (No.2014AA021201);Natural Science Foundation of China (No.81302632);the Priority Academic Program Development of Jiangsu Higher Education Institutions and China Postdoctoral Science Foundation (No.2014M551574)

摘　　要：Lipase from Candida sp.99-125 catalyzed ring-opening polymerization of e-caprolactone in the presence of 6-mercapto-1-hexanol was presented as a new metal-free approach for direct synthesis of welldefined thiol-terminated poly（e-caprolactone）.Remarkably,high chemoselectivity of lipase from Candida sp.99-125 toward hydroxyl and thiol was exhibited and quantitative thiol fidelity over 90% was achieved.The tedious protecting/deprotecting steps for thiol and metal residue were avoided.The polymerizations with around 70% monomer conversion were conducted in bulk and toluene at relative low temperature of 40 ℃.Number–average molecular weight of resulted polymers ranged from 3000 to4700 Da by changing the feed ratio between monomer and initiator.The structures of obtained thiolterminated poly（e-caprolactone） were demonstrated by combining NMR and SEC analyses.Lipase from Candida sp.99-125 catalyzed ring-opening polymerization of e-caprolactone in the presence of 6-mercapto-1-hexanol was presented as a new metal-free approach for direct synthesis of welldefined thiol-terminated poly（e-caprolactone）.Remarkably,high chemoselectivity of lipase from Candida sp.99-125 toward hydroxyl and thiol was exhibited and quantitative thiol fidelity over 90% was achieved.The tedious protecting/deprotecting steps for thiol and metal residue were avoided.The polymerizations with around 70% monomer conversion were conducted in bulk and toluene at relative low temperature of 40 ℃.Number–average molecular weight of resulted polymers ranged from 3000 to4700 Da by changing the feed ratio between monomer and initiator.The structures of obtained thiolterminated poly（e-caprolactone） were demonstrated by combining NMR and SEC analyses.

关 键 词：thiol lipase polymerization terminated catalyzed monomer Candida initiator mercapto hydroxyl 

分 类 号：O633.14[理学—高分子化学]