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

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...

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Detalles Bibliográficos
Autores principales: Wadouachi, Anne, Kovensky, José
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2011
Materias:
Review
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6263331/
http://dx.doi.org/10.3390/molecules16053933
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author Wadouachi, Anne
Kovensky, José
author_facet Wadouachi, Anne
Kovensky, José
author_sort Wadouachi, Anne
collection PubMed
description 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.
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spelling pubmed-62633312018-12-10 Synthesis of Glycosides of Glucuronic, Galacturonic and Mannuronic Acids: An Overview Wadouachi, Anne Kovensky, José Molecules Review 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. MDPI 2011-05-10 /pmc/articles/PMC6263331/ http://dx.doi.org/10.3390/molecules16053933 Text en © 2011 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Review
Wadouachi, Anne
Kovensky, José
Synthesis of Glycosides of Glucuronic, Galacturonic and Mannuronic Acids: An Overview
title Synthesis of Glycosides of Glucuronic, Galacturonic and Mannuronic Acids: An Overview
title_full Synthesis of Glycosides of Glucuronic, Galacturonic and Mannuronic Acids: An Overview
title_fullStr Synthesis of Glycosides of Glucuronic, Galacturonic and Mannuronic Acids: An Overview
title_full_unstemmed Synthesis of Glycosides of Glucuronic, Galacturonic and Mannuronic Acids: An Overview
title_short Synthesis of Glycosides of Glucuronic, Galacturonic and Mannuronic Acids: An Overview
title_sort synthesis of glycosides of glucuronic, galacturonic and mannuronic acids: an overview
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6263331/
http://dx.doi.org/10.3390/molecules16053933
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