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A convenient and efficient synthesis of sialyl Lewis X
1Drug Discovery Research Laboratory, Sanwa Kagaku Kenkyusho Co. Ltd., Mie, Japan.
Bioscience, Biotechnology, and Biochemistry
|May 8, 1998
Abstract:
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.