The synthesis, deprotection and properties of poly(γ-benzyl-L-glutamate)  

作　　者：HAN JinDong DING JianXun WANG ZhiChun YAN ShiFeng ZHUANG XiuLi CHEN XueSi YIN JingBo 

机构地区：[1]Department of Polymer Materials,Shanghai University [2]Key Laboratory of Polymer Ecomaterials,Changchun Institute of Applied Chemistry,Chinese Academy of Sciences [3]Graduate University of the Chinese Academy of Sciences

出　　处：《Science China Chemistry》2013年第6期729-738,共10页中国科学（化学英文版）

基　　金：financially supported by the National Natural Science Foundation of China (50973060, 51173101, 51003055, 51233004, 51273196,50973108 and 51203153);the Science and Technology Commission of Shanghai Municipality (11JC1404200);the Innovation Program of Shanghai Municipal Education Commission (11YZ06)

摘　　要：Diethylamine, di-n-hexylamine, dicyclohexylamine and triethylamine have been used as initiators for the ring-opening polymerization of γ-benzyl-L-glutamate N-carboxyanhydride （BLG NCA） to synthesize poly（γ-benzyl-L-glutamate） （PBLG）. The relationship between the molecular weight of PBLG and the molar ratio of monomer and initiator was studied. With dicy- clohexylamine as initiator, the influence of monomer concentration, and reaction temperature and time on the polymerization of BLG NCA was examined. Three reagents were used for the deprotection of benzyl groups in PBLG, including hydrobromic acid/acetic acid （33 wt.%）, NaOH aqueous solution and trimethylsilyl iodide （TMSI）. Through examining the molecular weight of PLGA obtained using different deprotection methods, it was revealed that TMSI could minimize chain cleavage in the process of deprotection and retain the degree of polymerization. The biocompatibilities of PBLG obtained using different initiators were evaluated by a live/dead assay against L929 fibroblast cells. The in vitro cytotoxicities of PLGA obtained using different deprotecting agents were evaluated by a methyl thiazolyl tetrazolium assay. The results revealed that both PBLG and PLGA exhibited good biocompatibilities.With dicy- clohexylamine as initiator, the influence of monomer concentration, and reaction temperature and time on the polymerization of BLG NCA was examined. Three reagents were used for the deprotection of benzyl groups in PBLG, including hydrobromic acid/acetic acid (33 wt.%), NaOH aqueous solution and trimethylsilyl iodide (TMSI). Through examining the molecular weight of PLGA obtained using different deprotection methods, it was revealed that TMSI could minimize chain cleavage in the process of deprotection and retain the degree of polymerization. The biocompatibilities of PBLG obtained using different initiators were evaluated by a live/dead assay against L929 fibroblast cells. The in vitro cytotoxicities of PLGA obtained using different deprotecting agents were evaluated by a methyl thiazolyl tetrazolium assay. The results revealed that both PBLG and PLGA exhibited good biocompatibilities.

关 键 词：BIOCOMPATIBILITY BIOMATERIALS DEPROTECTION poly（γ-benzyl.L-glutamate） polymerization 

分 类 号：O631.3[理学—高分子化学]