Synthesis of Novel Polymer/Urea Peptoid Conjugates Using RAFT Polymerization

被引：34

作者：

Chen, Xiaoping ^{[1
]}

Ayres, Neil ^{[1
]}

机构：

[1] Univ Cincinnati, Dept Chem, Cincinnati, OH 45221 USA

来源：

MACROMOLECULES | 2010年 / 43卷 / 03期

关键词：

TRANSFER RADICAL POLYMERIZATION; FRAGMENTATION CHAIN TRANSFER; WELL-DEFINED GLYCOPOLYMER; SOLID-PHASE SYNTHESIS; CLICK CHEMISTRY; SURFACE MODIFICATION; ACTIVATED ESTER; OLIGOMERS; SCIENCE; FUNCTIONALIZATION;

D O I：

10.1021/ma902427m

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 novel urea peptoids and their conjugation to polymers prepared using reversible addition-fragmentation chain transfer (RAFT) polymerization is reported. Statistical copolymers of poly(styrene-co-3-azidopropyl methacrylate) (poly(styrene-co-AzPMA)) and poly(3-O-methacryloyl-1,2:5,6-di-O-isopropylidene-D-glucofuranose-co-AzPMA) (poly(MAIpGlc-co-AzPMA)) were synthesized with high molecular weight and narrow molecular weight distributions. The polymer conjugates were formed using copper-catalyzed azide/alkyne cycloaddition chemistry and confirmed by FTIR and H-1 NMR spectroscopy. Following conjugate formation with poly(MAIpGlc-co-AzPMA) and the urea peptoid the isopropylidene groups were removed using dilute trifluoroacetic acid. This yielded a sugar functionalized water-soluble, polymer/urea peptoid conjugate. Reactions with fluorescent compounds demonstrated that the peptoids can be further modified after conjugation to the polymar.

引用

页码：1341 / 1348

页数：8

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