Thesynthesis of novel urea peptoids and their conjugation to polymers preparedusing reversible addition fragmentation chain transfer (RAFT) polymerization isreported.  Statistical copolymers ofpoly(styrene-co-3-azidopropyl methacrylate) (poly(styrene-co-AzPMA)) and poly(3-O-methacryloyl-1,2:5,6-di-O-isopropylidene-D-glucofuranose-co-AzPMA) (poly(MAIpGlc-co-AzPMA)) were synthesized with highmolecular weight and narrow molecular weight distributions.  The polymer conjugates were formed usingcopper catalyzed azide/alkyne cycloaddition chemistry and confirmed by FTIR and1H NMR spectroscopy. Following conjugate formation with poly(MAIpGlc-co-AzPMA) and the urea peptoid the isopropylidene groups wereremoved using dilute trifluoroacetic acid. This yielded a sugar functionalized water soluble, polymer/urea peptoidconjugate.  Reactions with fluorescentcompounds demonstrated that the peptoids can be further modified afterconjugation to the polymer.

Synthesis of novel polymer/urea peptoid conjugates using RAFT polymerization

240th National Meeting (2010)

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