PEGylated Precision Segments Based on Sequence‐Defined Thiolactone Oligomers,Macromolecular Rapid Communications

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PEGylated Precision Segments Based on Sequence‐Defined Thiolactone Oligomers
Macromolecular Rapid Communications ( IF 4.2 ) Pub Date : 2017-11-16 , DOI: 10.1002/marc.201700688
Sensu Celasun ₁ , Filip E. Du Prez ₂ , Hans G. Börner ₁

Affiliation

A straightforward access route to multifunctional block copolymers, combining a poly(ethylene glycol) (PEG) block and a monodisperse segment with discrete monomer sequence based on thiolactone chemistry, is described. Exploiting an inverse conjugation strategy on a PEG preloaded poly(styrene) synthesis resin enables the convenient introduction of a predefined PEG‐block at the α‐terminus of thiolactone‐based sequence‐defined oligomers. Reaction conditions for the stepwise, submonomer synthesis at polar solid supports are optimized, using sequential synthesis on a model resin that enables to isolate and determine the purity of the oligomer segments by liquid chromatography–electrospray ionization mass spectrometry analysis. The reaction conditions are used to synthesize PEGylated 5mer precision polymers with defined monomer sequence in good yields and high purity to offer an interesting platform of macromolecules with potential for biomedical applications.

中文翻译：

基于序列定义的硫内酯低聚物的聚乙二醇化精密链段

描述了基于聚硫代内酯化学方法，将聚（乙二醇）（PEG）嵌段和单分散链段与离散单体序列结合在一起的多功能嵌段共聚物的直接获得途径。在PEG预加载的聚（苯乙烯）合成树脂上开发逆共轭策略可以方便地在基于硫代内酯的序列定义的低聚物的α末端引入预定义的PEG嵌段。使用在模型树脂上的顺序合成，可以优化在极性固体载体上逐步合成亚单体的反应条件，该模型能够通过液相色谱-电喷雾电离质谱分析法分离并确定低聚物链段的纯度。反应条件用于合成聚乙二醇化的5聚体具有确定的单体序列的高精密聚合物，具有良好的收率和高纯度，可提供有趣的大分子平台，具有生物医学应用潜力。

更新日期：2017-11-16

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