Preparation of multifunctional glycopolymers using double orthogonal reactions and the effect of electrostatic groups on the glycopolymer lectin interaction
Preparation of multifunctional glycopolymers using double orthogonal reactions and the effect of electrostatic groups on the glycopolymer lectin interaction
复制标题
双正交反应制备多功能糖聚合物及静电基团对糖聚合物凝集素相互作用的影响
DOI：
10.1038/s41428-019-0244-x
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发表时间：
2019
期刊：
影响因子：
2.8
通讯作者：
Yoshiko Miura
中科院分区：
文献类型：
--
作者：
Takahiro Oh;Kazuki Jono;Yuri Kimoto;Yu Hoshino;Yoshiko Miura
我们研究了合成生物大分子来控制分子间的相互作用。通过活性自由基聚合和点击后化学反应，采用Huisgen和硫-环氧正交反应制备了具有分子识别功能的多功能糖共聚物。聚合物主链的合成和随后侧链的引入以高收率成功进行。该多功能糖共聚物具有三嵌段结构：第一和第三嵌段含有甘露糖，第二嵌段含有带正电或带负电的基团或中性亲水基团。通过荧光猝灭测量评价了糖共聚物对凝集素的分子识别。由于静电相互作用，结合常数按以下顺序变化：带正电的糖共聚物(PT110) >带负电的糖共聚物（NT110）。与碳水化合物-凝集素结合的效果相比，静电相互作用的效果是温和的。这些结果表明，糖-凝集素相互作用是糖共聚物分子识别的重要因素。本研究为生物材料等多功能高分子材料的制备提供了指导。
We investigated synthetic biomacromolecules to control molecular interactions. Multifunctional glycopolymers for molecular recognition were prepared via living radical polymerization and post-click chemistry with orthogonal Huisgen and thiol-epoxy reactions. The synthesis of the polymer backbone and the subsequent side-chain introduction successfully proceeded in high yield. The multifunctional glycopolymers had a tri-block structure: the first and third blocks contained mannose, and the second block contained either a positively or negatively charged group or a neutral hydrophilic group. The molecular recognition of the glycopolymers toward lectin was evaluated via fluorescence quenching measurements. Because of the electrostatic interaction, the binding constant varied in the following order: positively charged glycopolymer (PT110) > negatively charged glycopolymer (NT110). The effect of the electrostatic interactions was modest compared with the effect of the carbohydrate–lectin binding. These results suggested that the carbohydrate–lectin interaction was an important factor in the molecular recognition of glycopolymers. This study provides guidelines for the preparation of multifunctional polymers, such as biomaterials.