Thermoresponsive Oligo(ethylene glycol) Functionalized Poly-l-cysteine

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• 作者：Xiaohui Fu ; Yong Shen ; Wenxin Fu ; Zhibo Li
• 刊名：Macromolecules
• 出版年：2013
• 出版时间：May 28, 2013
• 年：2013
• 卷：46
• 期：10
• 页码：3753-3760
• 全文大小：400K
• 年卷期：v.46,no.10(May 28, 2013)
• ISSN：1520-5835

文摘

A series of new functional amino acids were prepared in high yield via thiol鈥揺ne Michael addition between l-cysteine and monomethoxy oligo(ethylene glycol) (OEG) functionalized methacrylates (OEG_xMA) and acrylate (OEG_xA). These OEGylated cysteine derivatives were converted into polymerizable N-carboxyanhydride (NCA) monomers using triphosgene. Subsequent ring-opening polymerization (ROP) of these NCA monomers gave a series of OEGylated poly-l-cysteine (poly-EG_xMA-C or poly-EG_xA-C) homopolypeptides. Depending on the length of OEG side chains, poly-EG_xMA-C and poly-EG_xA-C polypeptides displayed different solubility and secondary structure in water. More importantly, the obtained polypeptides can display reversible thermoresponsive properties in water when the x value is between 3 and 5. The synthetic strategy represents a highly efficient method to prepare nonionic functional polypeptides with tunable thermoresponsive properties.