Degradable Glycopolyester-Like Nanoparticles by Radical Ring-Opening Polymerization

29 July 2022, Version 1
This content is a preprint and has not undergone peer review at the time of posting.


A small library of degradable polyester-like glycopolymers was successfully prepared by the combination of radical ring-opening copolymerization (rROP) of 2-methylene-1,3-dioxepane (MDO) with vinyl ether (VE) derivatives, and a Pd-catalyzed thioglycoconjugation. The resulting thioglycopolymers were formulated into self-stabilized thioglyconanoparticles which were stable up to 4 months and were enzymatically degraded. Nanoparticles and their degradation products exhibited a good cytocompatibility on two healthy cell lines. Interactions between thioglyconanoparticles and lectins were investigated and highlighted the presence of both specific carbohydrate/lectin interactions and non-specific hydrophobic interactions. Fluorescent thioglyconanoparticles were also prepared either by encapsulation of Nile Red, or by the functionalization of the polymer backbone with Rhodamine B. Such nanoparticles were used to prove the cell internalization of the thioglyconanoparticles by lung adenocarcinoma (A549) cells which underlined the great potential of P(CKA-co-VE) copolymers for biomedical applications


Radical ring-opening polymerization
Degradable polymers

Supplementary materials

Supporting Information
1H NMR spectra, SEC chromatograms, estimation of the fraction of glycoside residues on the surface of nanoparticles, ITC thermograms.


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