Side-Chain Peptide-Synthetic Polymer Conjugates via Tandem "Ester-Amide/Thiol-Ene" Post-Polymerization Modification of Poly(pentafluorophenyl methacrylate) Obtained Using ATRP

被引：86

作者：

Singha, Nikhil K. ^{[1
]}

Gibson, Matthew I. ^{[2
,3
,4
]}

Koiry, Bishnu P. ^{[1
]}

Danial, Maarten ^{[2
,3
]}

Klok, Harm-Anton ^{[2
,3
]}

机构：

[1] Indian Inst Technol, Ctr Rubber Technol, Kharagpur 721302, W Bengal, India

[2] Ecole Polytech Fed Lausanne, Inst Mat, CH-1015 Lausanne, Switzerland

[3] Ecole Polytech Fed Lausanne, Inst Sci & Ingn Chim, Lab Polymeres, CH-1015 Lausanne, Switzerland

[4] Univ Warwick, Dept Chem, Coventry CV4 7AL, W Midlands, England

来源：

BIOMACROMOLECULES | 2011年 / 12卷 / 08期

关键词：

CLICK CHEMISTRY; BLOCK-COPOLYMERS; POLYESTERS; SMART; RAFT;

D O I：

10.1021/bm200469a

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Herein the concept of tandem postpolymerization modification as a versatile route to synthesize well-defined, highly functionalized polymers is introduced. Poly(pentafluorophenyl methacrylate) obtained by atom transfer radical polymerization was first modified with allylamine, which displaces the active ester to give well-defined polymers with pendant alkene groups, which are difficult to obtain by direct (radical) polymerization of allylic-functional monomers. The produced poly(allylmethacrylamide) was modified by a second postpolymerization modification reaction with a thiol-terminated peptide (CVPGVG) using AIBN as the radical source. NMR, IR, and SEC demonstrated successful conjugation onto the polymer to give a polymer-peptide hybrid material. This versatile strategy should extend the scope of controlled radical polymerization and "click"-type reactions

引用

页码：2908 / 2913

页数：6