联用“点击”化学及可逆加成-断裂链转移聚合构建树枝化含糖聚合物及其对刀豆蛋白A识别研究

周志; 王梦彤; 叶飞; 刘美娜

doi:10.11777/j.issn1000-3304.2023.23041

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联用“点击”化学及可逆加成-断裂链转移聚合构建树枝化含糖聚合物及其对刀豆蛋白A识别研究

研究论文 | 更新时间：2023-09-25

- 联用“点击”化学及可逆加成-断裂链转移聚合构建树枝化含糖聚合物及其对刀豆蛋白A识别研究
  增强出版
- Synthesis of Dendronized Glycopolymers via Combining RAFT-polymerization and Click Reaction and Their Recognition of Lectin Con A
- 高分子学报 2023年54卷第8期页码：1205-1218
- 作者机构：
  
  1.上海应用技术大学化学与环境工程学院上海 201418
  2.复旦大学聚合物分子工程国家重点实验室上海 200433
- 作者简介：
  
  E-mail: meina.liu@sit.edu.cn
- 基金信息：
  
  上海应用技术大学中青年教师科技人才发展基金(基金号 ZQ2021-16)和复旦大学聚合物工程国家重点实验室开放基金(基金号 K2022-29)资助项目
- DOI：10.11777/j.issn1000-3304.2023.23041
  中图分类号：
- 纸质出版日期：2023-08-20，
  
  网络出版日期：2023-06-08，
  
  收稿日期：2023-03-10，
  
  录用日期：2023-04-23
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周志,王梦彤,叶飞等.联用“点击”化学及可逆加成-断裂链转移聚合构建树枝化含糖聚合物及其对刀豆蛋白A识别研究[J].高分子学报,2023,54(08):1205-1218.

Zhou Zhi,Wang Meng-tong,Ye Fei,et al.Synthesis of Dendronized Glycopolymers via Combining RAFT-polymerization and Click Reaction and Their Recognition of Lectin Con A[J].ACTA POLYMERICA SINICA,2023,54(08):1205-1218.
周志,王梦彤,叶飞等.联用“点击”化学及可逆加成-断裂链转移聚合构建树枝化含糖聚合物及其对刀豆蛋白A识别研究[J].高分子学报,2023,54(08):1205-1218. DOI： 10.11777/j.issn1000-3304.2023.23041.

Zhou Zhi,Wang Meng-tong,Ye Fei,et al.Synthesis of Dendronized Glycopolymers via Combining RAFT-polymerization and Click Reaction and Their Recognition of Lectin Con A[J].ACTA POLYMERICA SINICA,2023,54(08):1205-1218. DOI： 10.11777/j.issn1000-3304.2023.23041.

摘要

通过梯度有机合成反应、联用“点击”化学反应 (铜催化叠氮-炔环加成反应(CuAAC反应)和巯基-烯光化学反应(Thiol-ene反应))，采用“聚合后改性”策略对可逆加成-断裂链转移聚合(RAFT聚合) 制备的聚五氟苯基丙烯酸酯(pPFPA)进行聚合后改性，合成得到一系列侧链结构明确的树枝化甘露糖含糖聚合物，实现侧链链接基团的刚性、柔性可调节. 系统研究侧链含有不同链接基团(刚性三唑环由CuAAC反应实现、柔性硫醚键由Thiol-ene反应实现)的树枝化含糖聚合物对刀豆蛋白A (Con A)的识别能力影响. 等温滴定量热法(ITC)测试表明，与刚性三唑环相比，树枝化含糖聚合物侧链中含有柔性链接基团比例越高，含糖聚合物与Con A的结合能力越强. 这可能是因为：一方面柔性链接基团可以在聚合物链上提供更多的空间来结合Con A；另一方面柔性链接基团在含糖聚合物对凝集素Con A识别中具有协同效应导致.

Abstract

Herein

after gradient organic synthesis reaction by combining with the "click" reaction (CuAAC and thiol-ene reaction)

the pPFPA prepared by reversible addition-fragmentation chain transfer polymerization (RAFT) polymerization was conducted by post-polymerization modification to produce a series of dendritic mannose glycopolymers with the adjustable rigidity and flexibility of the linking groups in the side chains. The effect of dendronized glycopolymers containing different side chain's linking groups (rigid triazole rings is prodcued by CuAAC reaction

and flexible thioether bond is produced by Thiol-ene reaction) on the recognition ability of lectin Con A was systematically studied. The isothermal titration calorimetry (ITC) test showed that compared with the rigid triazole ring

the higher the proportion of flexible link groups in the side chain of the branched glycopolymer

the stronger the binding ability of the glycopolymer with Con A. The reason could be that the flexible linking groups can provide more space on the polymer chain to combine Con A; On the other hand

the flexible linking group has a synergistic effect in the recognition of glycopolymers with Con A.

关键词

树枝化含糖聚合物铜催化叠氮-炔环加成反应巯基-烯光化学反应凝集素刀豆蛋白A识别

Keywords

Dendronized glycopolymersCopper catalyzed azide alkyne cycloaddition reactionThiol-ene photochemical reactionLectin Con A recognition

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