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  • Title: Synthesis of a core trisaccharide as a versatile building block for N-glycans and glycoconjugates.
    Author: Unverzagt C.
    Journal: Chemistry; 2003 Mar 17; 9(6):1369-76. PubMed ID: 12645026.
    Abstract:
    N-linked oligosaccharides from glycoproteins (N-glycans) can be conveniently assembled with a building block approach. A protected form of the core trisaccharide (beta-mannosyl chitobiose) was identified as a key building block. The chitobiose part of the core trisaccharide was built from a glycosyl fluoride, which served as a precursor for the reducing GlcNAc azide and the inner GlcNAc moiety. Beta-mannosylation was accomplished at the trisaccharide stage by intramolecular inversion of a beta-glucosyl chitobiose. The benzylidene protection of the beta-mannoside and the azido group at the reducing end of the core trisaccharide allow modular synthesis of N-glycans and their glycoconjugates.
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