Coupling Hydrophilic Amine-Containing Molecules to the Backbone of Poly(ϵ-Caprolactone)*
Emma L. Prime A , Justin J. Cooper-White A B and Greg G. Qiao A CA Polymer Science Group, Department of Chemical and Biomolecular Engineering, University of Melbourne, Parkville VIC 3010, Australia.
B Current address: Tissue Engineering and Microfluidics Group, Division of Chemical Engineering, University of Queensland, St Lucia QLD 4072, Australia.
C Corresponding author. Email: gregghq@unimelb.edu.au
Australian Journal of Chemistry 59(8) 534-538 https://doi.org/10.1071/CH06144
Submitted: 3 May 2006 Accepted: 10 July 2006 Published: 8 September 2006
Abstract
A poly(ϵ-caprolactone) (PCL) based biodegradable polymer containing robust, amine-reactive side chains has been successfully synthesized. The specific reactivity of the side chains allows for the coupling of unmodified amine-containing molecules such as poly(l-lysine) (PLL) to PCL to occur in the presence of other unprotected functional groups. The reactivity of this polymer has been demonstrated through successful coupling of both benzylamine (a model compound) and PLL. This novel amine-reactive polymer could have numerous applications in biomedical fields such as tissue engineering and drug delivery.
Acknowledgments
This work was supported by an Australian Research Council Discovery Grant no. DP0344037.
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* This paper was taken from a presentation by Emma Prime that won the 2006 Treloar Prize for the best oral presentation at the 28th Australian Polymer Symposium.
