Efficient synthesis of linear multifunctional poly(ethylene glycol) by copper(I)-catalyzed huisgen 1,3-dipolar cycloaddition
Efficient synthesis of linear multifunctional poly(ethylene glycol) by copper(I)-catalyzed huisgen 1,3-dipolar cycloaddition
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DOI：
10.1021/bm070430i
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发表时间：
2007-09-01
影响因子：
6.2
通讯作者：
Wang, Dong
中科院分区：
文献类型：
--
作者：
Liu, Xin-Ming;Thakur, Ashish;Wang, Dong
聚乙二醇（PEG）是一种多用途的生物相容性聚合物。改善其有限的功能（两个链末端）可能会显着扩大其目前的应用。在这篇文章中，报道了一种简单而高效的用“点击”化学合成线性多功能PEG的策略。采用Cu（I）催化的Huisgen 1，3-偶极环加成反应，在室温下，以2，2-双（叠氮甲基）丙烷-1，3-二醇为原料，合成了一个以乙炔为端基的短PEG。高分子量的聚乙二醇与侧羟基，获得和其特征在于，通过H-1 NMR和尺寸排阻色谱。基于此方法，成功地合成了一种骨靶向高分子药物释放系统原型。它表现出很强的生物矿物质结合能力和容易将治疗剂纳入输送系统。这很简单：“点击”反应方法为开发用于生物医学应用的新型功能聚合物及其缀合物提供了有用的工具。
Poly(ethylene glycol) (PEG) is a versatile biocompatible polymer. Improvement of its limited functionality (two chain termini) may significantly expand its current applications. In this communication, a simple and yet highly efficient strategy for the synthesis of linear multifunctional PEGs with "click" chemistry is reported. A short acetylene-terminated PEG was linked by 2,2-bis(azidomethyl)propane-1,3-diol using Cu(I)-catalyzed Huisgen 1,3-dipolar cycloaddition in water at room temperature. High-molecular-weight PEGs with pendant hydroxyl groups were obtained and characterized by H-1 NMR and size-exclusion chromatography. A prototype bone-targeting polymeric drug delivery system was also successfully synthesized based on this new method. It demonstrates strong biomineral-binding ability and the ease of incorporating therapeutic agents into the delivery system. This simple: "click" reaction approach provides a useful tool for the development of novel functional polymers and their conjugates for biomedical applications.