Easy functionalization of amphiphilic poly(ethylene oxide)-b-poly(ε-caprolactone) copolymer micelles with unprotected sugar: synthesis and recognition by lectins
English
Freichels, Hélène[University of Liège (ULg) > Department of Chemistry > Center for Education and Research on Macromolecules (CERM) > >]
Auzély-Velty, Rachel[Université Joseph Fourier, Grenoble, France > Institut de Chimie Moléculaire de Grenoble > Centre de Recherches sur les Macromolécules Végétales (CERMAV-CNRS) > >]
Lecomte, Philippe[University of Liège (ULg) > Department of Chemistry > Center for Education and Research on Macromolecules (CERM) > >]
Jérôme, Christine[University of Liège (ULg) > Department of Chemistry > Center for Education and Research on Macromolecules (CERM) > >]
[en] self-assembly in solution ; micelle ; nanomedecine
[en] This paper aims at reporting the end-functionalization of a PEO block of an amphiphilic α-acetal-PEO-b-PCL copolymer. The acetal end-group, which is the fragment of the initiator used in the EO polymerization, was first hydrolyzed into an aldehyde that was then reacted with an amine by reductive amination reaction in water. This two-step derivatization was carried out in one pot. In a preliminary study a model amine, i.e. fluorescein amine, was used and the impact of the composition, thus of the Hydrophilic–Lipophilic Balance (HLB) of the amphiphilic copolymer, was studied. The experimental conditions were extended to the coupling of an aminated mannose to the diblock copolymer. The frozen micelles formed by the mannosylated copolymer proved to form complexes with various lectins as shown by Surface Plasmon Resonance (SPR) and Isothermal Titration Calorimetry (ITC).
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 ; The "Walloon Region" in the frame of the VACCINOR project ; The "Televie" grant ; The "CGRI-FNRS-CNRS" program in the framework of bilateral cooperation