Syntheses of 6-sulfo sialyl Lewis X glycans corresponding to the L-selectin ligand "sulfoadhesin".
[structure: see text] Divergent syntheses of sulfated sialyl Lewis X oligosaccharides corresponding to the core 1 and core 6 branches of the L-selectin ligand are reported. These synthetic targets incorporate a selectively protected serine residue at the reducing terminus, providing a functional handle for further conjugation.
Pratt
Matthew R
MR
Thios Pharmaceuticals, 5980 Horton Suite 400, Emeryville, California 94608, USA. mattrpratt@yahoo.com
Bertozzi
Carolyn R
CR
D002240:Carbohydrate Sequence; D002384:Catalysis; D005647:Fucosyltransferases / Q000378:metabolism; D006031:Glycosylation; D007202:Indicators and Reagents; D008024:Ligands; D008969:Molecular Sequence Data; D015394:Molecular Structure; D011134:Polysaccharides / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D019087:Selectins; D012694:Serine / Q000138:chemical synthesis / Q000737:chemistry*; D012799:Sialyltransferases / Q000378:metabolism; D013457:Sulfur Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D000094663:beta-Galactoside alpha-2,3-Sialyltransferase
D007202:Indicators and Reagents; D008024:Ligands; D011134:Polysaccharides; D019087:Selectins; D013457:Sulfur Compounds; D012694:Serine; D005647:Fucosyltransferases; C031692:galactoside 3-fucosyltransferase; D012799:Sialyltransferases; D000094663:beta-Galactoside alpha-2,3-Sialyltransferase