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Polymers 2010, 2(4), 407-417; doi:10.3390/polym2040407

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 ² Department of Medical Microbiology, Faculty of Medicine, University of Manitoba, Winnipeg, MB R3T 2N2, Canada

* Author to whom correspondence should be addressed.

Received: 22 September 2010; in revised form: 4 October 2010 / Accepted: 8 October 2010 / Published: 13 October 2010

(This article belongs to the Special Issue Biofunctional Polymers for Medical Applications)

Download PDF Full-Text [429 KB, uploaded 13 October 2010 13:36 CEST]

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 (M_w = 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

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