Keto-functionalized polymer scaffolds as versatile precursors to polymer side-chain conjugates

Jingquan Liu, Ronald C Li, Gregory J Sand, Volga Bulmus, Thomas Paul Davis, Heather D Maynard

Research output: Contribution to journalArticleResearchpeer-review

36 Citations (Scopus)

Abstract

A new methacrylate monomer with a reactive ketone side chain, 2-(4-oxopentanoate)ethyl methacrylate (PAEMA), was synthesized and subsequently polymerized by reversible addition-fragmentation chain transfer (RAFT) polymerization to give a polymer with a narrow molecular weight distribution (PDI = 1.25). The polymer was chain extended with poly(ethylene glycol methyl ether methacrylate) (PEGMA) to yield a block copolymer. Aminooxy-containing small molecules and oligoethylene glycol were conjugated to the ketone functionality of the side chains in high yields. Cytotoxicity of the oxime-linked tetra(ethylene glycol) polymer to mouse fibroblast cells was investigated; the polymer was found to be noncytotoxic up to 1 mg/mL. The ease with which this polymer is functionalized suggests that it may be useful in forming tailored polymeric medicines.
Original languageEnglish
Pages (from-to)8 - 14
Number of pages7
JournalMacromolecules
Volume46
Issue number1
DOIs
Publication statusPublished - 2013
Externally publishedYes

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