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synthesis of propargyl-terminated heterobifunctional poly(ethylene glycol)合成propargyl-terminated heterobifunctional聚(乙二醇).pdf

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synthesis of propargyl-terminated heterobifunctional poly(ethylene glycol)合成propargyl-terminated heterobifunctional聚(乙二醇)

Polymers 2010, 2, 407-417; doi:10.3390/polym2040407 OPEN ACCESS polymers ISSN 2073-4360 /journal/polymers Article Synthesis of Propargyl-Terminated Heterobifunctional Poly(ethylene glycol) Changhai Lu 1 and Wen Zhong 1,2,* 1 Department of Textile Sciences, Faculty of Human Ecology, University of Manitoba, Winnipeg, MB R3T 2N2, Canada; E-Mail: lcheric2000@ 2 Department of Medical Microbiology, Faculty of Medicine, University of Manitoba, Winnipeg, MB R3T 2N2, Canada * Author to whom correspondence should be addressed; E-Mail: zhong@cc.umanitoba.ca; Tel.: +1-204-474-9913; Fax: +1-204-474-7592. Received: 22 September 2010; in revised form: 4 October 2010 / Accepted: 8 October 2010 / Published: 13 October 2010 Abstract: Novel propargyl-ended heterobifunctional poly(ethylene glycol) (PEG) derivatives with hydroxyl, carboxyl, mercapto or hydrazide end groups were synthesized with simplicity yet high efficiency. PEG (Mw = 3500 Da) with an α-hydroxyl group and an ω-carboxyl was used as the starting polymer. The carboxyl group of the bifunctional PEG was modified into a propargyl, then carboxyl, mercapto or hydrazide groups were introduced to the other end of the bifunctional PEG by modifying the bifunctional PEG’s hydroxyl group with succinic anhydride, cysteamide or tert-butyl carbazate, respectively. This method can be useful to the development of PEG-based bioconjugates for a variety of biomedical applications. Keywords: heterobifunctional; poly(ethylene glycol); “click” chemistry 1. Introductio