Synthesis of biotinylated sialoside to probe CD22-ligand interactions

Biotin conjugate of the most potent ligand for mouse CD22 was designed and synthesized. The key synthetic step involved the dual capability of Hanessian reaction for debenzylation and simultaneous conversion of the anomeric p-methoxyphenyl group into the corresponding phenylthioglycoside in one step. Competition enzyme-linked immunosorbent assay (ELISA) for testing the binding affinity of synthetic sialosides was developed based on this biotinylated ligand. (C) 2009 Elsevier Ltd. All rights reserved.