Direct synthesis of well-defined heterotelechelic polymers for bioconjugations

被引:132
作者
Boyer, Cyrille [1 ]
Liu, Jingquan [1 ]
Bulmus, Volga [1 ]
Davis, Thomas P. [1 ]
Barner-Kowollik, Christopher [1 ]
Stenzel, Martina H. [1 ]
机构
[1] Univ New S Wales, Sch Chem Sci & Engn, CAMD, Sydney, NSW 2052, Australia
关键词
D O I
10.1021/ma800289u
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Direct synthesis of well-defined heterotelechelic polymers having functional groups allowing the chemoselective bioconjugations would be desirable to enhance the versatility of polymers for bioconjugations and bio-related applications. Considering this, well-defined alpha-azide, omega-dithiopyridine polymers were synthesized in one step via the reversible addition-fragmentation chain transfer (RAFT) polymerization. The telechelic functionality (i.e., mole ratio of the omega-dithiopyridine to the alpha-azide end group) of polymers was above 0.90, indicating the efficient generation of well-defined heterotelechelic polymers. The heterotelechelic functionality for chemoselective bioconjugations was tested by reacting alpha-azide, omega-dithiopyridine poly(NIPAAm) with model biomolecules, i.e., biotin/avidin, glutathione, and bovine serum albumin, via click and thiol-disulfide exchange chemistries. Near-stoichiometric conjugation with biomolecules indicated high functionality of the polymer end groups.
引用
收藏
页码:5641 / 5650
页数:10
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