Synthesis and biological activity of oligomer-model compounds containing units of a key platelet-binding disaccharide of heparin

Article abstract of DOI:10.1016/S0040-4039(99)01084-9

A key disaccharide unit in heparin, O-(2-deoxy-2-sulfamido-6-O-sulfo-α-D-glucopyranosyl)-(1→4)-2-O-sulfo-α-L-idop yranosyluronic acid, was previously found to be responsible for the binding interaction of heparin to platelets. A clustering effect to enhance the binding was found to be dependent on the number and frequency of the disaccharide units in a heparin molecule. To systematically examine the clustering effect, three oligomer-model compounds containing two or three units of the disaccharide were synthesized. These compounds inhibited ³H-labelled heparin binding to human platelets more strongly than a compound containing only one unit of the disaccharide.