Comb Poly(Oligo(2-Ethyl-2-Oxazoline)Methacrylate)-Peptide Conjugates Prepared by Aqueous Cu(0)-Mediated Polymerization and Reductive Amination
Comb Poly(Oligo(2-Ethyl-2-Oxazoline)Methacrylate)-Peptide Conjugates Prepared by Aqueous Cu(0)-Mediated Polymerization and Reductive Amination
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DOI：
10.1002/marc.201600534
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发表时间：
2017-01-01
影响因子：
4.6
通讯作者：
Kempe, Kristian
中科院分区：
文献类型：
--
作者：
Collins, Jennifer;Wallis, Sacha J.;Kempe, Kristian
报道了在水/甲醇混合物中通过Cu（O）介导的聚合反应可控合成聚（低聚（2-乙基-2-恶唑啉）甲基丙烯酸酯）（P（OEtOxMA））聚合物。利用缩醛保护的醛引发剂进行聚合，合成了定义明确的聚合物（>99%转化率，D < 1.25），随后进行聚合后脱保护，得到含-醛端基的梳形聚合物。这些P（OEtOxMA）随后通过还原胺化与作为模型肽的二肽（NH 2-Gly-Tyr-COOH）位点特异性缀合，然后与功能性肽催产素缀合。将所得催产素缀合物与以相同方式合成的聚（低聚（乙二醇）甲基醚甲基丙烯酸酯）梳状物进行比较，评价其与天然肽相比对热稳定性的潜在影响。
The controlled synthesis of poly(oligo(2-ethyl-2-oxazoline)methacrylate) (P(OEtOxMA)) polymers by Cu(0)-mediated polymerization in water/methanol mixtures is reported. Utilizing an acetal protected aldehyde initiator for the polymerization, well-defined polymers are synthesized (>99% conversion, D < 1.25) with subsequent postpolymerization deprotection resulting in -aldehyde end group containing comb polymers. These P(OEtOxMA) are subsequently site-specifically conjugated, via reductive amination, to a dipeptide (NH2-Gly-Tyr-COOH) as a model peptide, prior to conjugation to the functional peptide oxytocin. The resulting oxytocin conjugates are evaluated in comparison to poly(oligo(ethylene glycol) methyl ether methacrylate) combs synthesized in the same manner for potential effects on thermal stability in comparison to the native peptide.