Novel sulfated gangliosides, high-affinity ligands for neural siglecs, inhibit NADase activity of leukocyte cell surface antigen CD38.
Three kinds of novel sulfated gangliosides structurally related to the Chol-1 (alpha-series) ganglioside GQ1balpha were synthesized. These sulfated gangliosides were potent inhibitors of NADase activity of leukocyte cell surface antigen CD38. Among the synthetic gangliosides, GSC-338 (II(3)III(6)-disulfate of iso-GM1b) was surprisingly found to be the most potent structure in both the NADase inhibition and MAG-binding activity. The present study indicates that the sulfated gangliosides are useful to study the recognition of the internal tandem sialic acid residues alpha2-3-linked to Gal(II(3)) as well as the siglec-dependent recognition including a terminal sialic acid residue.
D036541:ADP-ribosyl Cyclase / Q000037:antagonists & inhibitors*; D051997:ADP-ribosyl Cyclase 1; D015703:Antigens, CD; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*; D005732:Gangliosides / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*; D008024:Ligands; D008969:Molecular Sequence Data; D009244:NAD+ Nucleosidase / Q000037:antagonists & inhibitors*; D013431:Sulfates / Q000737:chemistry
D015703:Antigens, CD; D004791:Enzyme Inhibitors; D005732:Gangliosides; D008024:Ligands; D013431:Sulfates; D036541:ADP-ribosyl Cyclase; D009244:NAD+ Nucleosidase; D051997:ADP-ribosyl Cyclase 1