[Selectin receptors. 2. Synthesis of HSO3-3'Le(a)--a sulfated ligand of the cell adhesion molecule, E-selectin].
HSO3-3'Gal beta 1-3(Fuc alpha 1-4)GlcNAc beta 1-O(CH2)3NH2 was synthesized by selective sulfation (Py.SO3/Py, O degree C) of a protected trisaccharide Lea derivative bearing unsubstituted hydroxyls at C2 and C3 of the galactose moiety, BdGal beta 1-3(Bn3Fuc alpha 1-4)6-BnGlcNAc beta 1-O(CH2)3NHCOCF3, followed by convenient deprotection. A monosaccharide derivative, HSO3-3Gal beta 1-O(CH2)3NH2, was also obtained in a similar way. Coupling of the aminopropyl glycosides with poly(4-nitrophenylacrylate) gave rise to polyacrylamide (PAA) conjugates; biotinylated probes of the Sug-PAA-biotin type were obtained as well.
Zemlianukhina
T V
TV
Nifant'ev
N E
NE
Kononov
L O
LO
Shashkov
A S
AS
Bovin
N V
NV
D002240:Carbohydrate Sequence; D015815:Cell Adhesion Molecules / Q000378:metabolism*; D019040:E-Selectin; D008024:Ligands; D008562:Membrane Glycoproteins / Q000737:chemistry* / Q000378:metabolism; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000378:metabolism; D013464:Sulfuric Acids / Q000737:chemistry*
D015815:Cell Adhesion Molecules; D019040:E-Selectin; D008024:Ligands; D008562:Membrane Glycoproteins; D009844:Oligosaccharides; D013464:Sulfuric Acids; C058981:sialyl-Le(a) oligosaccharide