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American Chemical Society, Macromolecules, 11(46), p. 4426-4431, 2013

DOI: 10.1021/ma4005633

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GRGDS-Functionalized Poly(lactide)-graft-poly(ethylene glycol) Copolymers: Combining Thiol-Ene Chemistry with Staudinger Ligation

Journal article published in 2013 by Dorothee E. Borchmann, Niels ten Brummelhuis, Niels ten Brummelhuis, Marcus Weck ORCID
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This paper is available in a repository.

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Abstract

A tri(ethylene glycol)-containing lactide analogue was synthesized via thiol-ene chemistry between a bi-functional triethylene glycol and allyl lactide. Subsequent tin-octoate-catalyzed ring-opening polymerization yielded well-defined poly(lactide)-graft-poly(ethylene glycol) copolymers with molecular weights of 6000 g/mol and polydispersity indices of 1.6. The tri(ethylene glycol) chains along the copolymers contain azide termini that are capable of ‘click’-type postpolymerization functionalization. The utility of this strategy was demonstrated via successful Staudinger ligation to install the Gly-Arg-Gly-Asp-Ser (GRGDS) peptide.