Synthesis and Biological Applications of Glycoconjugates

by

Olivier Renaudet, Nicolas Spinelli

DOI: 10.2174/97816080527761110101
eISBN: 978-1-60805-277-6, 2011
ISBN: 978-1-60805-537-1



Indexed in: Chemical Abstracts, Scopus, EBSCO.

The interactions between carbohydrates and proteins have been extensively explored in a wide range of physiological and pathological p...[view complete introduction]
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Chemoselective Glycosylation Techniques for the Synthesis of Bioactive Neoglycoconjugates, Glyconanoparticles and Glycoarrays

- Pp. 203-225 (23)

Francesco Peri

Abstract

<p>Chemoselective glycosylation (CG) methods have rapidly developed and diffused in glycochemist and glycobiologist's community in the last fifteen years, and an increasing number of applications confirms the enormous potential of these techniques. CG has been successfully used for the synthesis of glycoproteins, glycopeptides, glycosylated natural compounds, carbohydrate-functionalized surfaces and nanoparticles. CG techniques can be considered as subset of click reactions that allow the efficient, high-yield conjugation of sugars with unprotected aglycons in aqueous media. In this review the CG methods have been divided into two main groups: “direct” CG that uses unmodified glycans, and “indirect” CG, in which the sugar has to be chemically modified before the glycosylation reaction. Recent applications of both CG techniques are reviewed, with special focus on the chemistry of CG reactions: mechanisms, stereochemistry issues, structure and stability of the glycoconjugates.</p>

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