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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Glycosidases in Synthesis of Glycomimetics and Unnatural Carbohydrates

- Pp. 226-239 (14)

Vladimir Kren

Abstract

<p>In recent years, carbohydrate-processing enzymes have become the enzymes of choice in many applications thanks to their stereoselectivity and efficiency. This chapter presents recent development in glycosidase-catalyzed synthesis of unnatural semisynthetic carbohydrate structures via two complementary approaches: the use of wild-type enzymes with engineered substrates and mutant glycosidases. Genetic engineering has recently produced glucuronyl synthases, an inverting xylosynthase and the first mutant endo-β-Nacetylglucosaminidase. A careful selection of enzyme producing strains and aptly modified substrates has resulted in rare glycostructures, such as N-acetyl-β-galactosaminuronates, β1,4-linked mannosides and β1,4-linked galactosides. The efficient selection of mutant enzymes is facilitated by high-throughput screening assays involving the co-expression of coupled enzymes or chemical complementation. Selective glycosidase inhibitors and highly specific glycosidases are finding attractive applications in biomedicine, biology and proteomics.</p>

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