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Issue 6, 2008
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Enabling methodology for the end functionalisation of glycosaminoglycan oligosaccharides

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Abstract

The chemical functionalisation of glycosaminoglycans is very challenging due to their structural heterogeneity and polyanionic character; but as an enabling technology it promises rich rewards in terms of the structural and biological data it will afford. This review surveys the known methods for the preparation of glycosaminoglycan oligosaccharides and conditions for the selective functionalisation of both the reducing and non-reducing ends. The synthetic merits of each approach are discussed, together with the structural modification of the glycosaminoglycan oligosaccharide which they confer. Recent applications of this methodology are highlighted, including introduction of functional labels for gel mobility shift assays and NMR studies of glycosaminoglycan–protein complexes, and synthesis of immobilised glycosaminoglycan arrays.

Graphical abstract: Enabling methodology for the end functionalisation of glycosaminoglycan oligosaccharides

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Publication details

The article was received on 30 Jan 2008, accepted on 17 Mar 2008 and first published on 17 Apr 2008


Article type: Review Article
DOI: 10.1039/B801666F
Citation: Mol. BioSyst., 2008,4, 481-495
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    Enabling methodology for the end functionalisation of glycosaminoglycan oligosaccharides

    E. Gemma, O. Meyer, D. Uhrín and A. N. Hulme, Mol. BioSyst., 2008, 4, 481
    DOI: 10.1039/B801666F

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