Angewandte Chemie International Edition in English · 1990 · 53 citations · 8 references
Life SciencesBiochemistryMolecular BiologyCarbohydrate BiochemistryCarbohydrate ChemistryGlycobiologyCarbohydrate StructureGlycan BiosynthesisGlycan StructureGlycosylation PathwaysN-linked GlycosylationProtein GlycosylationAsparagine-linked GlycosylationGlycoconjugate SynthesisGlycosidic Linkage PrecursorsN-glycan Core Fucosylation
The correct β-glycosidic linkage between mannose and chitobiosyl-asparagine residues in N-glycoproteins was achieved synthetically for the first time in the construction of 1. Decisive is the intramolecular nucleophilic substitution in 2; the product of this reaction was transformed, via a trisaccharide and a trisaccharide isothiocyanate, into the asparagine derivative 1.
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