Precise synthesis of thermoresponsive polyvinylphosphonate-biomolecule conjugates via thiol–ene click chemistry†,Polymer Chemistry

当前位置： X-MOL 学术 › Polym. Chem. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Precise synthesis of thermoresponsive polyvinylphosphonate-biomolecule conjugates via thiol–ene click chemistry†
Polymer Chemistry ( IF 4.1 ) Pub Date : 2017-11-08 00:00:00 , DOI: 10.1039/c7py01796k
Christina Schwarzenböck _{1,

2,

3,

4} , Andreas Schaffer _{1,

2,

3,

4} , Philipp Pahl _{1,

2,

3,

4} , Peter J. Nelson _{4,

5,

6,

7,

8} , Ralf Huss _{4,

9,

10} , Bernhard Rieger _{1,

2,

3,

4}

Affiliation

A polymerisation type only recently attracting notice is the rare earth metal-mediated group transfer polymerisation (REM-GTP). This living-type polymerisation is able to conquer the limitations faced by classical anionic and radical polymerisations. REM-GTP enables the synthesis of biocompatible, water-soluble and thermoresponsive polymers with narrow polydispersities and controlled molecular weights. Furthermore, this technique renders the introduction of a functional end-group via the initiating molecule. Our group was able to synthesise a new multi-functional pyridine derivative and apply it as a highly active and efficient initiator in the polymerisation of diethylvinylphosphonate (DEVP). This novel end-group opens the door to various post-polymerisation modifications. In the present study, the thiol–ene click reaction, a fast, selective and well-established coupling method, was applied to link poly-DEVP and a biomolecule. The incentive for this investigation was to create a polymer platform, that can easily address a multiplicity of applications through facile alterations of the coupled biomolecule entities. Herein, we present for the first time the functionalisation of polyvinylphosphonates with biologically relevant motifs, namely cholesterol and folic acid.

中文翻译：

通过硫醇-烯点击化学法精确合成热响应性聚乙烯膦酸酯-生物分子共轭物†

直到最近才引起注意的聚合类型是稀土金属介导的基团转移聚合（REM-GTP）。这种活性型聚合能够克服传统的阴离子和自由基聚合所面临的局限性。REM-GTP能够合成具有窄多分散性和可控制分子量的生物相容性，水溶性和热响应性聚合物。此外，这种技术使得该导入官能端基的经由起始分子。我们的小组能够合成新的多功能吡啶衍生物，并将其作为高活性和高效引发剂用于二乙基乙烯基膦酸酯（DEVP）的聚合。这种新颖的端基为各种后聚合修饰打开了大门。在本研究中，硫醇-烯点击反应是一种快速，选择性和建立良好的偶联方法，用于连接poly-DEVP和生物分子。进行这项研究的动机是创建一个聚合物平台，该平台可通过对生物分子的偶合进行轻松改造而轻松解决多种应用问题。在本文中，我们首次提出了具有生物学相关基序（即胆固醇和叶酸）的聚乙烯基膦酸酯的功能化。

更新日期：2017-11-08

点击分享查看原文

点击收藏

阅读更多本刊最新论文本刊介绍/投稿指南11