Mannosylated poly(ethylene oxide)-b-Poly(epsilon-caprolactone) diblock copolymers: Synthesis, characterization, and interaction with a bacterial lectin
English
Rieger, Jutta[University of Liège (ULg) > Department of Chemistry > Center for Education and Research on Macromolecules (CERM) > >]
Stoffelbach, François[University of Liège (ULg) > Department of Chemistry > Center for Education and Research on Macromolecules (CERM) > >]
Cui, Di[Université Joseph Fourier and the Institut de Chimie Moléculaire de Grenoble, France > > Centre de Recherches sur les Macromolécules Végétales (CERMAV-CNRS) > >]
Imberty, Anne[Université Joseph Fourier and the Institut de Chimie Moléculaire de Grenoble, France > > Centre de Recherches sur les Macromolécules Végétales (CERMAV-CNRS) > >]
Lameignere, E.[Université Joseph Fourier and the Institut de Chimie Moléculaire de Grenoble, France > > Centre de Recherches sur les Macromolécules Végétales (CERMAV-CNRS) > >]
Putaux, Jean-Luc[Université Joseph Fourier and the Institut de Chimie Moléculaire de Grenoble, France > > Centre de Recherches sur les Macromolécules Végétales (CERMAV-CNRS) > >]
Jérôme, Robert[Université de Liège - ULg > > Centre d'études et de rech. sur les macromolécules (CERM) >]
Jérôme, Christine[University of Liège (ULg) > Department of Chemistry > Center for Education and Research on Macromolecules (CERM) > >]
Auzely-Velty, Rachel[Université Joseph Fourier and the Institut de Chimie Moléculaire de Grenoble, France > > Centre de Recherches sur les Macromolécules Végétales (CERMAV-CNRS) > >]
[en] A novel bioeliminable amphiphilic poly(ethylene oxide)-b-poly(epsilon-caprolactone) (PEO-b-PCL) diblock copolymer end-capped by a mannose residue was synthesized by sequential controlled polymerization of ethylene oxide and epsilon-caprolactone, followed by the coupling of a reactive mannose derivative to the PEO chain end. The anionic polymerization of ethylene oxide was first initiated by potassium 2-dimethylaminoethanolate. The ring-opening polymerization of epsilon-caprolactone was then initiated by the omega-hydroxy end-group of PEO previously converted into an Al alkoxide. Finally, the saccharidic end-group was attached by quaternization of the tertiary amine (alpha-end-group of the PEO-b-PCL with a brominated mannose derivative. The copolymer was fully characterized in terms of chemical composition and purity by high-resolution NMR spectroscopy and size exclusion chromatography. Furthermore, measurements with a pendant drop tensiometer showed that both the mannosylated copolymer and the non-mannosylated counterpart significantly decreased the dichloromethane/water interfacial tension. Moreover, these amphiphilic copolymers formed monodisperse spherical micelles in water with an average diameter of similar to 11 nin as measured by dynamic light scattering and cryo-transmission electron microscopy. The availability of mannose as a specific recognition site at the surface of the micelles was proved by isothermal titration microcalorimetry (ITC), using the BclA lectin (from Burkholderia cenocepacia), which interacts selectively with a-D-mannopyranoside derivatives. The thermodynamic parameters of the lectin/mannose interaction were extracted from the ITC data. These colloidal systems have great potential for drug targeting and vaccine delivery systems.
Center for Education and Research on Macromolecules (CERM)
Politique Scientifique Fédérale (Belgique) = Belgian Federal Science Policy ; Fonds de la Recherche Scientifique (Communauté française de Belgique) - F.R.S.-FNRS ; Marie Curie fellowship (for Jutta Rieger) ; The MENRT ; the FNRS for a grant in the frame of the “SONS-EUROCORES” program