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Elaboration of Glycopolymer‐ F unctionalized Micelles from an N ‐ V inylpyrrolidone/ L actide‐ B ased Reactive Copolymer Platform
Author(s) -
Handké Nadège,
Lahaye Vincent,
Bertin Denis,
Delair Thierry,
Verrier Bernard,
Gigmes Didier,
Trimaille Thomas
Publication year - 2013
Publication title -
macromolecular bioscience
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.924
H-Index - 105
eISSN - 1616-5195
pISSN - 1616-5187
DOI - 10.1002/mabi.201300102
Subject(s) - glycopolymer , micelle , copolymer , chemistry , amphiphile , polymer chemistry , critical micelle concentration , organic chemistry , polymer , aqueous solution
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.