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The first sulfonic acid mimetic of the sulfated Lewis A pentasaccharide in which the natural l-fucose unit is replaced by a d-arabinose ring was synthesized. Formation of the sulfonic acid moiety at a pentasaccharide level could be successfully achieved by means of introduction of an acetylthio moiety into the terminal d-galactose residue and subsequent oxidation. The equatorial arrangement of the...
Two trisaccharides as new sulfonic acid mimetics of the sialyl Lewis A tetrasaccharide were synthesized. The natural sialic acid residue is replaced by a C-sulfonic acid moiety attached to position C-3′ of the lactosamine unit of the mimetics. The l-fucose unit was also replaced by a d-arabinose ring in one of the analogues. Formation of the sulfonic acid moiety on the trisaccharide level could be...
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