Preparation of Organosoluble Silica-Polypeptide Particles by "Click" Chemistry

被引:47
作者
Balamurugan, Sreelatha S.
Soto-Cantu, Erick
Cueto, Rafael
Russo, Paul S. [1 ]
机构
[1] Louisiana State Univ, Dept Chem, Baton Rouge, LA 70803 USA
基金
美国国家科学基金会;
关键词
VAPOR-DEPOSITION-POLYMERIZATION; LIVING RADICAL POLYMERIZATION; RING-OPENING POLYMERIZATION; RANDOM COIL TRANSFORMATION; SELF-ASSEMBLED MONOLAYERS; COLUMNAR LIQUID-CRYSTALS; LOW-MOLECULAR-WEIGHT; ALPHA-AMINO-ACIDS; POLY(L-GLUTAMIC ACID); SURFACE MODIFICATION;
D O I
10.1021/ma901840n
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
The synthesis of organo-soluble hybrid particles With a hydrophobic, alpha-helical polypeptide shell and silica core has been achieved by combining ring-opening polymerization and click chemistry. Alkyne end-terminated poly(gamma-stearyl-alpha-L-glutamate) (alkyne-PSLG) was prepared by the ring-opening polymerization of the N-carboxyanhydride of gamma-stearyl-alpha-L-glutamate using propargylamine Lis initiator. The molecular weight and structure of this polypeptide were characterized by GPC and MALDI, and the alpha-helical nature was established by H-1 NMR and FTIR. Azide-functionalized silica particles (azido-silica) were prepared by the functionalization of silica particles with 3-bromopropyltrichlorosilane followed by nucleophilic substitution with sodium azide. The azide functionalization was confirmed by FTIR mid XPS. Alkyne-PSLG was coupled to azido-silica by click reaction in tetrahydrofuran or toluene in the presence of pentamethyldiethylene-triamine and copper(l) bromide. Further characterization of the product using XPS, FTIR, and H-1 NMR revealed that the grafted polypeptide retained its alpha-helical nature and formed colloidal particles that readily dispersed in organic solvents. These hydrophobic, polypeptide-functionalized particles can serve as model systems in studies of colloid dynamics and/or crystallization. They may also find use in investigations designed to model enzyme activation or the properties of hydrophobic proteins in cell membranes.
引用
收藏
页码:62 / 70
页数:9
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