Physico-chemical and membrane-interacting properties of D-xylose-based bolaforms. Influence of the anomeric configuration.
1 Unité de Chimie Biologique Industrielle, Université de Liège, Gembloux Agro-Bio Tech, Passage des déportés,2, B-5030 Gembloux, Belgium
2 Université de Reims Champagne-Ardenne, Institut de Chimie moléculaire de Reims UMR CNRS 6229, boîte no 44, B.P. 1039, 51687 Reims, France
3 Centre de Biophysique Moléculaire Numérique, Université de Liège, Gembloux Agro-Bio Tech, Passage des déportés,2, B-5030 Gembloux, Belgium
* Corresponding author: email@example.com
Sugar-based biosurfactants such as xylose-derived bolaforms have interesting properties, for example high biocompatibility and biodegradability which make them potential useful molecules in the pharmaceutical and cosmetic fields. Until now, no detailed analyses of the physico-chemical properties of these compounds have been undertaken. Two symmetrical D-xylose-based bolaforms were chemically synthesized where the two xylose heads are linked via an acetal link to a hydrocarbon chain containing 18 carbon atoms and an unsaturation. The two bolaforms differ only by their anomeric configuration: αα or ββ. The αα bolaform exhibits interfacial properties at the air-water interface which is not the case for the ββ. FTIR spectroscopy showed that the interactions between the αα bolaform and POPC, a model phospholipid, involve the carbonyl groups of the phospholipid. .
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