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Issue 16, 1997
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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

Abstract

An efficient synthesis of glycosylamino acid building blocks containing core 1, core 2, core 3, core 4 or core 6 mucin core oligosaccharide structures linked O-glycosidically to threonine has been developed. These building blocks 6, 10, 16, 24 and 30 can be used directly for coupling reactions in a glycopeptide synthesis. In a multiple-column solid-phase synthesis, they have been used to prepare different series of glycopeptides. Decapeptide sequences have been synthesized from repeating units of the mucins MUC 2 and MUC 3 in which different threonine residues 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-chains of mucins.

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Article information


J. Chem. Soc., Perkin Trans. 1, 1997, 2359-2368
Article type
Paper

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, H. Paulsen, M. Meldal and K. Bock, J. Chem. Soc., Perkin Trans. 1, 1997, 2359
DOI: 10.1039/A701742A

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