Synthesis of Neu5Ac-Gal-functionalized gold glyconanoparticles

Neu5Ac-Gal-containing neoglycoside 1 was convergently synthesized through Cu(I)-catalyzed 1,3-dipolar cycloaddition of methyl (6-azidohexyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-O-α-d-glycero-d-galacto-2-nonulopyranosyl)uronate and 11-thioacetylundecyl 2,4,6-tri-O-benzoyl-3-O-propargyl-β-d-galactopyranoside. The stable and water-soluble gold glyconanoparticle 2 (d = 3.4 nm) has been successfully prepared from neoglycoside 1 and characterized by NMR, IR, and TEM techniques.