Elaboration of Glycopolymer-Functionalized Micelles from an N-Vinylpyrrolidone/Lactide-Based Reactive Copolymer Platform

Nadege Handke (1) , Vincent Lahaye , Denis Bertin (1) , Thierry Delair (2) , Bernard Verrier (3) , Didier Gigmes (1) , Thomas Trimaille (1)

1 ICR - Institut de Chimie Radicalaire
2 IMP - Ingénierie des Matériaux Polymères
3 IBCP - Institut de biologie et chimie des protéines [Lyon]

Glycopolymer-corona-based micelles are obtained in a one-pot procedure, through reaction of D-mannosamine or D-glucosamine with the N-succinimidyl (NS) esters of a poly(D,L-lactide)-block-poly(N-acryloxysuccinimide-co-N-vinylpyrrolidone ) (PLA-b-P(NAS-co-NVP)) amphiphilic copolymer (presenting quasi-alternating NAS/NVP units) in dimethyl sulfoxide (DMSO), followed by nanoprecipitation and dialysis against water. The glycopolymer micelles exhibit a higher CMC and size than those obtained from unmodified copolymer, due to increased hydrophilicity of the external block as a result of sugar derivatization, and the availability of the sugars at the micelle surface is evidenced through interactions with Concanavalin A (Con A) lectin, as attested by turbidimetric measurements and enzyme-linked lectin assay (ELLA). Interestingly, the glycopolymer micelles can be further used for hydrophobic molecule encapsulation and release, as shown with imiquimod, while keeping their interactions with con A intact. It is concluded that the PLA-based amphiphilic/reactive copolymer represents a versatile platform for glycopolymer-based micelle constructs for drug/vaccine delivery.

Domaines: Chimie

Nadege Handke, Vincent Lahaye, Denis Bertin, Thierry Delair, Bernard Verrier, et al.. Elaboration of Glycopolymer-Functionalized Micelles from an N-Vinylpyrrolidone/Lactide-Based Reactive Copolymer Platform. Macromolecular Bioscience, 2013, 13 (9), pp.1213--1220. ⟨10.1002/mabi.201300102⟩. ⟨hal-01460465⟩