Adamantoylated monosaccharides: new compounds for modification of the properties of cyclodextrin-containing materials

Céline Binkowski , Vincent Lequart (1, 2) , Frédéric Hapiot , Sébastien Tilloy (3) , Roméo Cecchelli (2) , Eric Monflier (4) , Patrick Martin (5)

1 LG - Laboratoire des Glucides
2 LBHE - Laboratoire de Physiopathologie de la Barrière Hémato-Encéphalique
3 Laboratoire de Physico-Chimie des Interfaces et Applications
4 UCCS Artois - Unité de Catalyse et Chimie du Solide - Equipes du Site Artois
5 LGIPM - Laboratoire de Génie Industriel, de Production et de Maintenance

Adamantoyl glycosides were obtained in good yields by coupling adamantanecarboxylic acid with monosaccharides. They form very stable inclusion complexes with β-cyclodextrin, as shown by ¹H NMR measurements.

Keywords: Adamantoyl glycosides; β-Cyclodextrin; Inclusion complex

Domains: Biochemistry, Molecular Biology

Céline Binkowski, Vincent Lequart, Frédéric Hapiot, Sébastien Tilloy, Roméo Cecchelli, et al.. Adamantoylated monosaccharides: new compounds for modification of the properties of cyclodextrin-containing materials. Carbohydrate Research, 2005, 340, p. 1461-1468. ⟨hal-00542130⟩