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Synthesis of a Glycolipidic Amphiphilic Nitrone as a New Spin Trap
Olivier Ouari1, Ange Polidori, Bernard Pucci
1Laboratoire "Chimie Bioorganique et des Systèmes Moléculaires Vectoriels", Université d'Avignon et des Pays du Vaucluse, Faculté des Sciences, 33, rue Louis Pasteur, 84000-Avignon, France, and Laboratoire "Structure et Réactivité des Espèces Paramagnétiques", UMR 6517, CNRS et Universités d'Aix-Marseille I et III, Faculté de Saint Jérôme, case 521, 13397 Marseille Cedex 20, France.
Abstract:
The synthesis of a new amphiphilic nitrone, A, derived from a digalactosyl tris(hydroxymethyl)aminomethane bearing a perfluorocarbon chain is described. A exhibited a surfactant behavior (cmc = 1.6 x 10(-)(5) mol/L), and the specific recognition of the galactosyl moiety grafted on A by the KbCWL1 membrane lectin was established. Preliminary experiments showed that A was able to trap free radicals in aqueous media, the shape of the observed ESR spectra being strongly dependent upon the nature of the trapped free radical.