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

Article abstract of DOI:10.1016/0968-0896(96)00055-7

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).