A convenient and efficient synthesis of sialyl Lewis X.
A convenient synthesis of the sialyl Lewis X (sLe(x)) tetrasaccharide, NeuAc alpha 2-3Gal beta 1-4(Fuc alpha 1-3)GlcNAc (8), as a carbohydrate ligand for selectins is described. The key step is the reaction between NeuAc alpha 2-3GalSMe (5) as a glycosyl donor and the suitably protected Fuc alpha 1-3GlcNAc derivative (4) as the glycosyl acceptor by using dimethyl(methylthio)sulfonium triflate (DMTST) as the promoter.
Baba
K
K
Drug Discovery Research Laboratory, Sanwa Kagaku Kenkyusho Co. Ltd., Mie, Japan.
Iwata
N
N
Hamajima
H
H
Ikami
T
T
Ishida
H
H
Hasegawa
A
A
Kiso
M
M
D002240:Carbohydrate Sequence; D006031:Glycosylation; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000138:chemical synthesis*; D000080506:Sialyl Lewis X Antigen
D009844:Oligosaccharides; D000080506:Sialyl Lewis X Antigen