SYNTHESIS OF GLYCOPEPTIDE SEQUENCES OF REPEATING UNITS OF THE MUCINS MUC-2 AND MUC-3 CONTAINING OLIGOSACCHARIDE SIDE-CHAINS WITH CORE-1, CORE-2, CORE-3, CORE-4 AND CORE-6 STRUCTURE
N. Mathieux et al., SYNTHESIS OF GLYCOPEPTIDE SEQUENCES OF REPEATING UNITS OF THE MUCINS MUC-2 AND MUC-3 CONTAINING OLIGOSACCHARIDE SIDE-CHAINS WITH CORE-1, CORE-2, CORE-3, CORE-4 AND CORE-6 STRUCTURE, Journal of the Chemical Society. Perkin transactions. I, (16), 1997, pp. 2359-2368
An efficient synthesis of glycosylamino acid building blocks containin
g core 1, core 2, core 3, core 4 or core 6 mucin core oligosaccharide
structures linked O-glycosidically to threonine has been developed, Th
ese building blocks 6, 10, 16, 24 and 30 can be used directly for coup
ling reactions in a glycopeptide synthesis. In a multiple-column solid
-phase synthesis, they have been used to prepare different series of g
lycopeptides. Decapeptide sequences have been synthesized from repeati
ng units of the mucins MUC 2 and MUC 3 in which different threonine re
sidues are each systematically glycosylated with an oligosaccharide of
core 1, core 2, core 3, core 4 or core 6 structure. Glycopeptides are
substrates for the study of the biosynthesis of the saccharide side-c
hains of mucins.