The physical and chemical stability of peptides for biomedical applications can be greatly enhanced through the conjugation of polymers. A well‐known but rather underemployed selective coupling functionality is the azlactone group, which readily reacts with a number of different nucleophiles without the need for activation and the formation of any by‐products. For example, azlactone functional polymers are used to react with peptides and proteins, rich in amino and thiol groups, to form polymeric beads for affinity‐based column chromatography. So far, side chain functional azlactone polymers have been mainly synthesized by radical polymerization using 2‐vinyl‐4,4‐dimethyl azlactone together with different acrylate monomers. Here, a new azlactone precursor equipped with a functional thiol is presented, which can be attached to any vinyl functional polymer by thiol–ene chemistry. Subsequently, the formation of the reactive azlactone ring can be performed in situ at high conversion rate without the need for illumination. This approach is tested on an azlactone side functional poly(2‐oxazoline) by coupling amine containing molecules including a model peptide and is proven via ¹H NMR spectroscopy, IR spectroscopy, as well as HPLC measurements.

中文翻译：

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原位聚合物类似物在聚（恶唑啉）s上产生肽共轭的Az杂内酯功能。

通过结合聚合物，可以大大提高用于生物医学应用的肽的物理和化学稳定性。z内酯基团是一个众所周知的但使用不足的选择性偶联功能，它可以与许多不同的亲核试剂反应，而无需激活和形成任何副产物。例如，氮杂内酯功能性聚合物用于与富含氨基和硫醇基团的肽和蛋白质反应，以形成用于基于亲和力的柱色谱的聚合物珠。到目前为止，侧链官能氮杂内酯聚合物主要是通过自由基聚合使用2-乙烯基-4,4-二甲基氮杂内酯与不同的丙烯酸酯单体合成的。在这里，提出了一种新的配备有功能性硫醇的氮杂内酯前体，可以通过硫醇-烯化学方法连接到任何乙烯基官能聚合物上。随后，可以在不进行照明的情况下以高转化率原位进行反应性氮杂内酯环的形成。通过偶联包含模型肽的含胺分子，在approach杂内酯侧官能聚（2-恶唑啉）上测试了该方法，并通过¹ H NMR光谱，IR光谱以及HPLC测量。