%0 Journal Article %T Mannose-decorated cyclodextrin vesicles: The interplay of multivalency and surface density in lectin每carbohydrate recognition %A Ulrike Kauscher %A Bart Jan Ravoo %J Beilstein Journal of Organic Chemistry %D 2012 %I %R 10.3762/bjoc.8.175 %X Cyclodextrin vesicles are versatile models for biological cell membranes since they provide a bilayer membrane that can easily be modified by host每guest interactions with functional guest molecules. In this article, we investigate the multivalent interaction of the lectin concanavalin A (ConA) with cyclodextrin vesicles decorated with mannose每adamantane conjugates with one, two or three adamantane units as well as one or two mannose units. The carbohydrate每lectin interaction in this artificial, self-assembled glycocalyx was monitored in an agglutination assay by the increase of optical density at 400 nm. It was found that there is a close relation between the carbohydrate density at the cyclodextrin vesicle surface and the multivalent interaction with ConA, and the most efficient interaction (i.e., fastest agglutination at lowest concentration) was observed for mannose每adamantane conjugates, in which both the cyclodextrin每adamantane and the lectin每mannose interaction is inherently multivalent. %K carbohydrates %K cyclodextrins %K lectins %K molecular recognition %K multivalency %K vesicles %U http://dx.doi.org/10.3762/bjoc.8.175