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Molecules 2011, 16(5), 3933-3968; doi:10.3390/molecules16053933

Synthesis of Glycosides of Glucuronic, Galacturonic and Mannuronic Acids: An Overview

Laboratoire des Glucides UMR CNRS 6219, Université de Picardie Jules Verne, 33 Rue Saint Leu, F-80039 Amiens, France
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Received: 24 March 2011 / Revised: 18 April 2011 / Accepted: 20 April 2011 / Published: 10 May 2011
(This article belongs to the Special Issue Glycosides)
Download PDF [472 KB, 18 June 2014; original version 18 June 2014]

Abstract

Uronic acids are carbohydrates present in relevant biologically active compounds. Most of the latter are glycosides or oligosaccharides linked by their anomeric carbon, so their synthesis requires glycoside-bond formation. The activation of this anomeric center remains difficult due to the presence of the electron-withdrawing C-5 carboxylic group. Herein we present an overview of glucuronidation, mannuronidation and galacturonidation reactions, including syntheses of prodrugs, oligosaccharides and stereochemical aspects.
Keywords: glycosidation; glucuronic acid; galacturonic acid; mannuronic acid; stereoselectivity glycosidation; glucuronic acid; galacturonic acid; mannuronic acid; stereoselectivity
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Wadouachi, A.; Kovensky, J. Synthesis of Glycosides of Glucuronic, Galacturonic and Mannuronic Acids: An Overview. Molecules 2011, 16, 3933-3968.

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