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Thermoresponsive block copolymers containing reactive azlactone groups and their bioconjugation with lysozyme

Abstract : Thermoresponsive block copolymers based on poly(ethylene oxide) (PEO) and poly(N-isopropyl acrylamide) (PNIPAM) containing azlactone groups along the backbone and at the chain-end of the macromolecular chain were synthesized by statistically reversible addition–fragmentation chain transfer (RAFT) copolymerization and by using a combination of RAFT polymerization and thiol–ene Michael addition. Well-defined poly(ethylene oxide)-b-poly(2-vinyl-4,4-dimethylazlactone-co-N-isopropyl acrylamide) (PEO-b-P(VDM-co-NIPAM)) block copolymers and azlactone-terminated poly(ethylene oxide)-b-poly(N-isopropyl acrylamide) (PEO-b-PNIPAM-VDM) diblock copolymers with low polydispersity indices (PDIs ≤ 1.10) were prepared and fully characterized by 1H NMR spectroscopy, FT-IR spectroscopy, and SEC. Such PEO-b-P(VDM-co-NIPAM) block copolymers and azlactone-terminated PEO-b-PNIPAM block copolymers present tunable lower critical solution temperature (LCST) depending on PEO, PNIPAM, and PVDM molar ratios. The reactivity of the PEO44-b-P(VDM20-co-NIPAM80) copolymer (Mn,NMR = 14 200 g mol−1, PDI = 1.08) and of the PEO44-b-PNIPAM101-VDM copolymer (Mn,NMR = 13 700 g mol−1, PDI = 1.08) was studied with lysozyme as a model protein. A bioconjugate with a higher apparent molecular weight was obtained with the PEO44-b-P(VDM20-co-NIPAM80) copolymer in comparison with the one obtained using the PEO44-b-PNIPAM101-VDM copolymer as shown by sodium dodecyl sulfate polyacrylamide gel electrophoresis (SDS-PAGE). The results suggest promising applications of azlactone-functionalized polymers within the field of bioconjugation.
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Contributeur : Laurent Fontaine Connectez-vous pour contacter le contributeur
Soumis le : jeudi 25 octobre 2018 - 17:15:51
Dernière modification le : mercredi 27 avril 2022 - 03:56:57



Hien The Ho, Martin E. Levere, Sagrario Pascual, V. Montembault, Nathalie Casse, et al.. Thermoresponsive block copolymers containing reactive azlactone groups and their bioconjugation with lysozyme. Polymer Chemistry, Royal Society of Chemistry - RSC, 2013, 4 (3), pp.675 - 685. ⟨10.1039/c2py20714a⟩. ⟨hal-01905403⟩



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