Protecting-Group-Free Synthesis of Glycopolymers and Their Binding Assay with Lectin and Influenza Virus
Protecting-Group-Free Synthesis of Glycopolymers and Their Binding Assay with Lectin and Influenza Virus
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无保护基糖聚合物的合成及其与凝集素和流感病毒的结合测定
DOI：
10.1007/978-1-4939-3130-9_4
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发表时间：
2016
期刊：
影响因子：
--
通讯作者：
Takashi Suzuki
中科院分区：
文献类型：
--
作者：
Tomonari Tanaka;Tadanobu Takahashi;Takashi Suzuki
糖共聚物的典型合成方法费时费力，需要多个步骤，包括保护和去保护步骤。本文介绍了一种以游离糖为原料，通过直接叠氮化和点击化学方法，再经可逆加成-断裂链转移聚合，合成含寡糖的无保护基糖共聚物的简便方法。这种方法不仅可以应用于单糖和双糖，也可以应用于含有唾液酸的生物相关的大分子寡糖。通过石英晶体微天平和血凝抑制实验分析，由于糖簇效应，糖共聚物与相应的凝集素和甲型流感病毒有很强的结合。
Typical synthetic methods for glycopolymers are laborious and require multistep processes, including protection and deprotection steps. Here we describe a facile protecting-group-free synthetic approach to glycopolymers bearing oligosaccharides from free saccharides by direct azidation and click chemistry methods, followed by reversible addition-fragmentation chain transfer polymerization. This method can be applied not only to mono- and disaccharides, but also to large biologically relevant oligosaccharides having sialic acids. Due to the glycocluster effect, the glycopolymers strongly bind with the corresponding lectin and influenza A virus, as analyzed by the quartz crystal microbalance method and hemagglutination inhibition assay.