165557-06-2

Upstream product

• 165556-98-9 (2R,3R)-3-(2,3,4-tri-O-benzyl-α-L-fucopyranos-1-yl)-butan-2-ol 
• 165557-04-0 (2,4,6-tri-O-benzyl-1-deoxy-1-methylsulfanyl-β-D-galactopyranos-3-yl)-acetic acid benzyl ester 
• 107802-80-2 (2S,3R,4R,5S,6R)-3,4,5-Tris-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran 

Relevant academic research and scientific papers

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).

Synthesis of a Novel Analogue of Sialyl Lewis X

Two different strategies have been developed in order to synthesise an analogue and potential mimic of sialyl Lewis X that incorporates a carboxymethyl group and a C2-symmetric 2,3-butanediol unit as replacements for the sialic acid and the N-acetylglucosamine residues respectively.