175473-01-5

Upstream product

• 107802-80-2 (2S,3R,4R,5S,6R)-3,4,5-Tris-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran 
• 120-80-9 benzene-1,2-diol 

Downstream Products

• 175473-02-6 {(2R,3S,4S,5R,6S)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-[2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-phenoxy]-tetrahydro-pyran-4-yloxy}-acetic acid benzyl ester 

Relevant academic research and scientific papers

Synthesis and biological activity of conformationally constrained sialyl Lewis X analogues with reduced carbohydrate character

Two conformationnaly constrained analogues of sialyl Lewis X have been synthesised in which the GlcNAc residue has been replaced with cyclohexyl and phenyl rings. The cyclohexyl derived compound was equipotent to sLex and sLea in vitro, suggesting the main role of the GlcNAc residue in sLex is conformational, and represents a simplified inhibitor of adhesion.

Mimics of the sialyl Lewis X tetrasaccharide. Replacement of the N- acetylglucosamine sugar with simple C2-symmetric 1,2-diols

Analogues of sialyl Lewis X have been synthesized that feature replacement of the N-acetylglucosamine residue with C2-symmetric diols. The diols used contain different levels of torsional constraint and various functional groups. The cyclohexyl derived compound 27 was equipotent to sLex in vitro (IC50 0.5 mM).