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| Content Provider | World Health Organization (WHO)-Global Index Medicus |
|---|---|
| Author | Voskuhl, Jens Stuart, Marc C. A. Ravoo, Bart Jan |
| Description | Author Affiliation: Voskuhl J ( Organic Chemistry Institute, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, 48149 Münster, Germany.) |
| Abstract | An artificial glycocalix self-assembles when unilamellar bilayer vesicles of amphiphilic β-cyclodextrins are decorated with maltose and lactose by host–guest interactions. To this end, maltose and lactose were conjugated with adamantane through a tetra(ethyleneglycol) spacer. Both carbohydrate–adamantane conjugates strongly bind to β-cyclodextrin $(K_{a}≈4×10^{4} M^{−1}).$ The maltose-decorated vesicles readily agglutinate (aggregate) in the presence of the lectin concanavalin A, whereas the lactose-decorated vesicles agglutinate in the presence of peanut agglutinin. The orthogonal multivalent interaction in the ternary system of host vesicles, guest carbohydrates, and lectins was investigated by using isothermal titration calorimetry, dynamic light scattering, UV/Vis spectroscopy, and cryogenic transmission electron microscopy. It was shown that agglutination is reversible, and the noncovalent interaction can be suppressed and eliminated by the addition of competitive inhibitors, such as D-glucose or β-cyclodextrin. Also, it was shown that agglutination depends on the surface coverage of carbohydrates on the vesicles. |
| ISSN | 09476539 |
| e-ISSN | 15213765 |
| Journal | Chemistry - A European Journal |
| Issue Number | 9 |
| Volume Number | 16 |
| Language | English |
| Publisher | Wiley-VCH;ChemPubSoc Europe |
| Publisher Date | 2010-03-01 |
| Publisher Place | Germany |
| Access Restriction | Open |
| Subject Keyword | Carbohydrates Chemistry Lectins Beta-Cyclodextrins Adamantane Calorimetry Concanavalin A Lactose Maltose Microscopy, Electron, Transmission Surface Properties Thermodynamics Research Support, Non-U.S. Gov't |
| Content Type | Text |
| Resource Type | Article |
| Subject | Organic Chemistry Catalysis |
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