GRGDS-functionalized poly(lactide)-graft-poly(ethylene glycol) copolymers: Combining thiol-ene chemistry with Staudinger ligation

Dorothee E. Borchmann, Niels Ten Brummelhuis, Marcus Weck

Research output: Contribution to journalArticlepeer-review

Abstract

A tri(ethylene glycol)-containing lactide analogue was synthesized via thiol-ene chemistry between a bifunctional 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 6 × 103g/mol and polydispersity indices of 1.6. The tri(ethylene glycol) chains along the copolymers contain azide termini that are capable of efficient postpolymerization functionalization. The utility of this strategy was demonstrated via successful Staudinger ligation to install the Gly-Arg-Gly-Asp-Ser (GRGDS) peptide.

Original languageEnglish (US)
Pages (from-to)4426-4431
Number of pages6
JournalMacromolecules
Volume46
Issue number11
DOIs
StatePublished - Jun 11 2013

ASJC Scopus subject areas

  • Organic Chemistry
  • Polymers and Plastics
  • Inorganic Chemistry
  • Materials Chemistry

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