The synthesis, deprotection and properties of poly(γ-benzyl-l-glutamate)
The synthesis, deprotection and properties of poly(γ-benzyl-l-glutamate)
复制标题
聚(γ-苄基-L-谷氨酸)的合成、脱保护及性质
DOI：
10.1007/s11426-013-4839-3
复制
发表时间：
2013-06-01
影响因子：
9.6
通讯作者：
Yin JingBo
中科院分区：
文献类型：
--
作者：
Han JinDong;Ding JianXun;Yin JingBo
分别以二乙胺、二环己基胺、二正己基胺和三乙胺为引发剂，引发谷氨酸苄酯N-羧酸酐（BLG NCA）开环聚合，合成了聚谷氨酸苄酯（PBLG）。研究了PBLG分子量与单体与引发剂摩尔比的关系。以二环己基胺为引发剂，考察了单体浓度、反应温度和反应时间对BLG NCA聚合的影响。三种试剂用于PBLG中苄基的脱保护，包括氢溴酸/乙酸（33重量%），氢氧化钠水溶液和三甲基碘化硅烷基（TMSI）。通过检测不同脱保护方法得到的PLGA的分子量，发现TMSI可以最小化脱保护过程中的链断裂并保持聚合度。通过对L929成纤维细胞的活/死测定来评价使用不同引发剂获得的PBLG的生物相容性。通过甲基噻唑基四唑测定法评价使用不同脱保护剂获得的PLGA的体外细胞毒性。结果表明PBLG和PLGA均具有良好的生物相容性。
Diethylamine, di-n-hexylamine, dicyclohexylamine and triethylamine have been used as initiators for the ring-opening polymerization of gamma-benzyl-l-glutamate N-carboxyanhydride (BLG NCA) to synthesize poly(gamma-benzyl-l-glutamate) (PBLG). The relationship between the molecular weight of PBLG and the molar ratio of monomer and initiator was studied. With dicyclohexylamine 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.