SYNTHETIC STUDIES ON SELECTIN LIGANDS INHIBITORS - SYNTHESIS AND INHIBITORY ACTIVITY OF 2-O-FUCOSYL SULFATIDES CONTAINING 2-BRANCHED FATTY ALKYL RESIDUES IN-PLACE OF CERAMIDE/

To investigate the biological selectin-ligand interactions, four sulfa ted 2-0-alpha-L-fucopyranosyl beta-D-galactopyranosides containing 2-b ranched fatty-alkyl residues in place of ceramide have been systematic ally synthesized. The target glycolipids were assayed for their abilit y to block the adhesion of HL-60 cells to immobilized P-, L-and E-sele ctin. Among them, 2-O-alpha-L-fucopyranosyl sulfatide, which is anchor ed with 2-(tetradecyl) hexadecyl residue showed significantly more pot ency of the blocking adhesion to P- and L-selectins.