Synthesis and characterization of multivalent ligands for ricin toxin

CARB 47

Sujit Mahajan, mahajass@email.uc.edu, Ramesh R Kale, kalerr@ucmail.uc.edu, and Suri S Iyer, suri.iyer@uc.edu. Department of Chemistry, University of Cincinnati, 906 Crosley, 301 Clifton Court, Cincinnati, OH 45221
Ricin is a highly toxic 65 KDa glycoprotein isolated from the seeds of Ricinis communis. The easy availability and high toxicity makes it a potential toxin warfare agent. Ricin toxin possesses two chains, A and B, linked by a disulfide bond. The B chain is responsible for binding events and galactose is the preferred sugar for binding. The B chain binds to galactose residues present on the surfaces of cells, and enables the cytotoxic A chain to gain access into the cell and destroy it. Single crystal X-ray structural studies have revealed the existence of multiple binding sites in the B chain, as have biochemical and mutational analysis. Therefore, tethered galactose residues at the termini of a multidentate core should provide a high affinity ligand for Ricin binding. The synthesis of a rigid scaffold and attachment of galactose derivatives to the rigid scaffold via flexible oligoethylene glycol linkers will be presented. In addition, binding studies using ITC will be presented.
 

General Posters
8:00 PM-10:00 PM, Tuesday, 12 September 2006 Moscone Center -- Hall D, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, 11 September 2006 Moscone Center -- Hall D, Sci-Mix

Division of Carbohydrate Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006