167016-05-9

Upstream product

• 3068-32-4 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside 
• 167016-41-3 6-azidohexyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside 
• 167015-94-3 6-azidohexyl β-D-galactopyranoside 
• 146292-90-2 6-azidohexan-1-ol 
• 100-39-0 benzyl bromide 

Relevant academic research and scientific papers

Syntheses and evaluation of biantennary oligosaccharide ligands mimicking sialyl Lewis X

Sialyl Lewis X (1) is known to be a ligand of the cell adhesion molecule E-selectin. We have synthesized several biantennary glycoside-terminated ligands mimicking sialyl Lewis X (1), and evaluated their binding activity to E-selectin using HL-60 cells expressing sialyl Lewis X epitope and human umbilical vein endothelial cells (HUVECs). These compounds were found to possess moderate binding activities to E-selectin. Among them, di-fucoside analog (8) which has no sialic acid carboxylate group was more active than 2, which had both the sialylgalactose residue and the fucose residue (IC50, 8: 4.7 mM, 2: 11.7 mM). Furthermore, in the rat pleuritic model in vivo induced by carrageenin, 8 was found to reduce neutrophil infiltration at inflammatory lesions.