Synthesis of thermo-responsive glycopolymers via copper catalysed azide-alkyne 'click' chemistry for inhibition of ricin: the effect of spacer between polymer backbone and galactose
Synthesis of thermo-responsive glycopolymers via copper catalysed azide-alkyne 'click' chemistry for inhibition of ricin: the effect of spacer between polymer backbone and galactose
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DOI：
10.1039/c1py00048a
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发表时间：
2011-01-01
影响因子：
4.6
通讯作者：
Stenzel, Martina H.
中科院分区：
文献类型：
--
作者：
Kumar, Jatin;McDowall, Lyndal;Stenzel, Martina H.
通过可逆加成-断裂链转移（RAFT）聚合制备了聚（二甘醇甲基醚甲基丙烯酸酯）-嵌段-聚（2-羟乙基甲基丙烯酸酯）（PDEGMA-b-PHEMA）和聚（二甘醇甲基醚甲基丙烯酸酯）-嵌段-聚（乙二醇甲基醚甲基丙烯酸酯）PDEGMA-b-PPEGMA嵌段共聚物以及PPEGMA和PHEMA的均聚物。HEMA和PEGMA嵌段上的末端羟基部分被炔官能化，并通过CuAAC与叠氮化物官能化的半乳糖缀合，得到糖共聚物PDEGMA-b-P（HEMA-Gal）和PDEGMA-b-P（PEGMA-Gal）。动态光散射（DLS）和透射电子显微镜（TEM）都证明了聚合物的热响应特性，由于PDEGMA嵌段，在高于40 ℃的温度下形成聚合物胶束。这些糖聚合物被测试了它们与蓖麻毒素的结合效率，蓖麻毒素是一种危险的植物毒素，据报道被恐怖组织用作武器。结合实验建立了P（HEMA-Gal）< P（PEGMA-Gal）< PDEGMA-b-P（HEMA-Gal）的蓖麻毒素抑制顺序。
Block copolymers poly(diethylene glycol methyl ether methacrylate)-block-poly(2-hydroxy ethyl methacrylate) (PDEGMA-b-PHEMA) and poly(diethylene glycol methyl ether methacrylate)-block-poly(ethylene glycol methyl ether methacrylate) PDEGMA-b-PPEGMA as well as homopolymers of PPEGMA and PHEMA were generated via Reversible Addition-Fragmentation chain Transfer (RAFT) polymerisation. The terminal hydroxyl moieties on the HEMA and PEGMA blocks were alkyne functionalised and conjugated to azide functionalised galactose via CuAAC leading to the glycopolymers PDEGMA-b-P(HEMA-Gal) and PDEGMA-b-P(PEGMA-Gal). Both dynamic light scattering (DLS) and transmission electron microscopy (TEM) prove the thermo-responsive characteristics of the polymers, due to the PDEGMA blocks, with the formation of polymeric micelles above a temperature of 40 degrees C. These glycopolymers were tested for their binding efficiency to ricin, a dangerous plant toxin reportedly weaponised by terrorist organisations. The binding experiments establish an order of ricin inhibition of P(HEMA-Gal) < P(PEGMA-Gal) < PDEGMA-b-P(HEMA-Gal)