通过可逆的加成-断裂链转移(RAFT)聚合反应制备生物相容性肽侧链聚合物材料的通用且简便的策略已被开发出来。三种新的基于二肽的单体,甲基丙烯酸Boc-Phe-苯丙氧基乙基丙烯酸酯(Boc-FF-EMA),甲基丙烯酸Boc-Ile-苯丙氧基苯氧基甲基丙烯酸酯(Boc-IF-EMA)和甲基丙烯酸Boc-Val-苯丙氧基-苯氧基甲基丙烯酸酯(Boc-VF -EMA)合成,然后通过RAFT方法聚合,得到定义明确的肽侧链聚合物P(Boc-dipep-EMA),具有可控制的分子量,狭窄的多分散性和精确的链端功能。此外,单甲氧基聚(乙烯乙二醇基于(mPEG)的大链转移剂用于这些单体的RAFT聚合,以制备明确定义的两亲嵌段共聚物,mPEG- b -P(Boc-dipep-EMA)。随后,对侧链Boc基团进行脱保护,可制得pH响应性均聚物和嵌段共聚物,在侧链具有伯胺部分。使用动态光散射(DLS)测量研究了各
Facile Synthesis of Multiamino Vinyl Poly(amino acid)s for Promising Bioapplications
作者:Haiyan Sun、Chao Gao
DOI:10.1021/bm101060m
日期:2010.12.13
We presented a general and facile strategy to prepare biocompatible multiamino polymers. Series of new monomers were synthesized by esterification of 2-hydroxyethyl methacrylate (HEMA) and Boc-amino acids, such as Boc-L-phenylalanine, Boc-glycine, Boc-L-alanine, Boc-L-valine, and Boc-L-lysine. Subsequent vinyl polymerization of monomers gave rise to vinyl poly(amino acid)s with a side primary amino group at each unit if deprotected. Both atom transfer radical polymerization (ATRP) and conventional free radical polymerization (FRP) were employed to prepare the multiamino polymers. A well controlled effect upon molecular weight with the standard first-order kinetics was achieved in cases of ATRP, and high molecular weight polymers were obtained via FRP. MTT assay showed that cell survival rates for the multiamino polymers were almost maintained above 90% and that their cytotoxicities were much lower than that of linear PEI (PEI 25000). Zeta potential measurements demonstrated that the vinyl poly(amino acid)s are electropositive, and AFM measurements showed that the vinyl poly(amino acid)s could tightly condense DNA into granular structures at a suitable concentration. The combination of facile availability, controlled productivity, low cytotoxicity and strong binding ability with DNA promises the great potential of the novel multiamino polymers in bioapplications.