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

Citation
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
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0300922X
Issue
16
Year of publication
1997
Pages
2359 - 2368
Database
ISI
SICI code
0300-922X(1997):16<2359:SOGSOR>2.0.ZU;2-F
Abstract
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.