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Synthesis and interfacial properties of amphiphilic β-cyclodextrins and their substitution at the O-6 position with a mono bio-recognisable galactosyl antenna
Authors:Alain Salameh  Anthony W Coleman
Institution:a Méthodologie de Synthèse et Molécules Bioactives, UMR-CNRS 5181, Université Claude Bernard-Lyon 1, Domaine Scientifique de la Doua, Bât. J. Raulin, 43 Bd du 11 Novembre 1918, 69622 Villeurbanne cedex, France
b Institut de Biologie et Chimie des Protéines, CNRS-UMR 5086, 7 passage du Vercors, Lyon cedex 07, 69367, France
Abstract:The synthesis of a mono-galactosylated amphiphilic β-cyclodextrin, in five steps from mono-6-azido-6-deoxy-β-cyclodextrin, via coupling to a N-β-d-galactopyranosylamino-antenna is described. Both characterization by electrospray mass spectrometry and NMR show the presence of only the mono-substituted product. The Langmuir isotherms of the final product and intermediates are described.
Keywords:Amphiphilic cyclodextrin  Galactosyl antenna  Langmuir isotherms
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