THE SYNTHESIS OF NOVEL MIMICS OF THE SIALYL-LEWIS-X DETERMINANT

Authors
ALLANSON NM DAVIDSON AH FLOYD CD MARTIN FM
Citation
Nm. Allanson et al., THE SYNTHESIS OF NOVEL MIMICS OF THE SIALYL-LEWIS-X DETERMINANT, Tetrahedron : asymmetry, 5(11), 1994, pp. 2061-2076
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
5
Issue
11
Year of publication
1994
Pages
2061 - 2076
Database
ISI
SICI code
0957-4166(1994)5:11<2061:TSONMO>2.0.ZU;2-X
Abstract
Disaccharide mimics of the sialyl Lewis X (sLe(x)) ligands have been p repared as potential antagonists of binding to the lectin domains-of t he E-selectin adhesion molecule. Versatile derivatives of sialic acid provide an entry to a series of simplified linker groups supporting th e fucose and sialyl residues. The stereoselectivity of nucleophilic ad dition to the fucosyl ketone derivative 7 is determined by the conditi ons employed; basic and Lewis acid conditions give opposite results(1) .