Design and Synthesis of a Novel Ganglioside Ligand for Influenza A Viruses <sup>†</sup>

Abstract

A novel ganglioside bearing Neua2-3Gal and Neua2-6Gal structures as distal sequences was designed as a ligand for influenza A viruses. The efficient synthesis of the designed ganglioside was accomplished by employing the cassette coupling approach as a key reaction, which was executed between the non-reducing end of the oligosaccharide and the cyclic glucosylceramide moiety. Examination of its binding activity to influenza A viruses revealed that the new ligand is recognized by Neua2-3 and 2-6 type viruses.

Keywords

• ganglioside
• sialic acid
• total synthesis
• glycosylation
• influenza virus