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首页> 外文期刊>RSC Advances >Maleimide end-functionalized poly(2-oxazoline)s by the functional initiator route: synthesis and (bio)conjugation
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Maleimide end-functionalized poly(2-oxazoline)s by the functional initiator route: synthesis and (bio)conjugation

机译：通过功能引发剂途径将马来酰亚胺末端官能化的聚（2-恶唑啉）：合成和（生物）共轭

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摘要

The synthesis of poly(2-ethyl-2-oxazoline)s with a maleimide group at the α chain end was carried out from new sulfonate ester initiators bearing a furan-protected maleimide group. The conditions of the polymerization were optimized for 50 °C using conventional heating (in contrast to microwave irradiation) to counteract the thermal lability of the cycloadduct introduced to protect the maleimide double bond. At this temperature, a tosylate variant was found to be unable to initiate the polymerization after several days. The controlled polymerization of 2-ethyl-2-oxazoline with a nosylate derivative was, however, successful as shown by kinetic experiments monitored by gas chromatography (GC) and size-exclusion chromatography (SEC). Poly(2-ethyl-oxazoline)s of various molar masses (4500 < M _(n) < 12?000 g mol ~(?1) ) with narrow dispersity ( ? < 1.2) were obtained. The stability of the protected maleimide functionality during the polymerization, its deprotection, and the reactivity of the deprotected end group by coupling with a model thiol molecule were proven by ~(1) H NMR spectroscopy and electrospray ionization mass spectrometry (ESI-MS). Finally, the conjugation of maleimide-functionalized poly(2-oxazoline) to a model protein (bovine serum albumin) was demonstrated by gel electrophoresis and MALDI-ToF mass spectrometry.
机译：由带有呋喃保护的马来酰亚胺基团的新磺酸酯引发剂进行α链末端具有马来酰亚胺基团的聚（2-乙基-2-恶唑啉）s的合成。使用常规加热（与微波辐照相反）将聚合条件优化至50°C，以抵消引入的保护环丁酰胺双键的环加合物的热不稳定性。在该温度下，发现甲苯磺酸酯变体在几天后不能引发聚合。然而，如通过气相色谱法（GC）和尺寸排阻色谱法（SEC）监测的动力学实验所显示的，2-乙基-2-恶唑啉与壬酸酯衍生物的受控聚合是成功的。获得了各种摩尔质量（4500

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