167016-50-4

Upstream product

• 32886-40-1 (S)-2-tert-Butoxycarbonylamino-pentanedioic acid 5-benzyl ester 1-(2,5-dioxo-pyrrolidin-1-yl) ester 

Downstream Products

• 167016-02-6 N²-tert-butyloxycarbonyl-N⁵-[6-2,4,6-tri-O-acetyl-3-O-methoxycarbonylmethyl-β-D-galactopyranosyl)hexyl]-N¹-[6-(2,3,4-tri-O-benzyl-α-L-fucopyranosyloxy)hexyl]-L-glutamin-α-amide 
• 167016-51-5 N²-tert-butyloxycarbonyl-N³-[1-(2,3,4-tri-O-benzyl-α-L-fucopyranosyloxy)-hexyl-6-amino]-L-glutamate-α-amide 

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.