Synthesis of divalent and tetravalent glycoconjugates for pathogen detection

ORGN 709

David Siler1, Colleen McGannon2, Ramesh R. Kale1, Michael Brothers, brothemc@email.uc.edu1, Duane M. Hatch, hatchdm@email.uc.edu1, Ashish A. Kulkarni1, Alison Weiss2, and Suri S Iyer, iyersi@email.uc.edu1. (1) Department of Chemistry, University of Cincinnati, 404 crosley, Cincinnati, OH 45221, (2) Department of Molecular Genetics & Microbiology, University of Cincinnati, OH
The development of high affinity, sensitive, selective and robust ligands as integral components of biosensors is crucial for emerging detection technologies. In addition to antibodies, Nature uses carbohydrates to mediate a wide array of biological processes such as inflammation, cell – cell interactions, cell development, host – bacteria interactions and viral entry. Glycosylated ligands are often found as first docking sites of a pathogen with more specific secondary and later binding to protein recognition elements. Although glyco-protein interactions are often of low selectivity and the binding affinities are generally too low to capture a pathogen with a single binding event. This affinity limitation can be overcome by multivalent binding to several glycosidic ligands, further enhanced by surface avidity on a membrane or membrane like surface and targeting multiple receptor sites on a pathogen. In this poster, we present the synthesis of novel scaffolds and the covalent linkage of pathogen specific ligands to the scaffold.