Direct synthesis of well-defined heterotelechelic polymers for bioconjugations

Direct synthesis of well-defined heterotelechelic polymers for bioconjugations
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DOI:
10.1021/ma800289u
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发表时间:
2008-08-12
期刊:
影响因子:
5.5
通讯作者:
Stenzel, Martina H.
Stenzel, Martina H.
中科院分区:
化学1区
文献类型:
--
作者:
Boyer, Cyrille;Liu, Jingquan;Stenzel, Martina H.

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直接合成具有允许化学选择性生物缀合的官能团的明确的杂遥爪聚合物将是期望的,以增强聚合物用于生物缀合和生物相关应用的多功能性。考虑到这一点,通过可逆加成-断裂链转移(RAFT)聚合在一步中合成了定义明确的α-叠氮化物、ω-二硫代吡啶聚合物。遥爪功能性(即,聚合物的ω-二硫代吡啶与α-叠氮化物端基的摩尔比)高于0.90,表明有效地产生了明确的杂遥爪聚合物。通过使α-叠氮化物、ω-二硫代吡啶聚(NIPAAm)与模型生物分子(即,生物素/抗生物素蛋白、谷胱甘肽和牛血清白蛋白,通过点击和硫醇-二硫化物交换化学。与生物分子的近化学计量共轭表明聚合物端基的高官能度。
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.