A library of heptyl mannose-functionalized copolymers with distinct compositions, microstructures and neighboring non-sugar motifs as potent antiadhesives of type 1 piliated E. coli

Abstract

A large library of mannosylated copolymers having tunable compositions, microstructures and pendant motifs neighboring mannose of distinct nature were synthesized by combining (i) sequential, batch or semi-batch RAFT (co)polymerizations of glycidyl methacrylate (GMA) and N-[7-(α-D-mannopyranosyloxy)heptyl] methacrylamide (HMM) and (ii) epoxy-amine post-modifications with ethanolamine, (2-aminoethyl)trimethylammonium chloride or taurine. Examination of the anti-adhesive properties against type 1 piliated E. coli allowed for identifying copolymers among the three series of post-modified glycopolymers capable of efficiently inhibiting bacterial adhesion at 0.1 and 1 μM (on a mannose unit basis) in pre and post-incubation adhesion assays respectively.