ORGN 683 |
Glycodendrimers were prepared that are composed of multiple arms linked by ‘click' chemistry to the GM1-oligosaccharided (GM1os). The pentasaccharide GM1os is the natural pentasaccharide to which the cholera toxin binds. Strong ligands for the toxin have therapeutic potential but can also become part of a detection system of the toxin. Multivalency is beneficial to increase affinities by simultaneous binding of multiple ligands on different dendrimer arms to different binding sites. The cholera toxin is highly suited for this approach considering its high (penta) valency. The prepared compounds bound to the toxin with very high potencies. The tetravalent GM1os derivative bound over 80,000-fold more strongly than a monovalent GM1os-containing reference compound. The potency was due to 1) the availability of the natural GM1os ligand in relatively large quantities, 2) a multivalent display of sufficient valency and spacer length.
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Biologically-Related Molecules and Processes
8:00 AM-12:00 PM, Wednesday, August 22, 2007 BCEC -- 258B, Oral
Division of Organic Chemistry |