Next Article in Journal
Consecutive Low Doses of Cyclosporine A Induce Pro-Inflammatory Cytokines and Accelerate Allograft Skin Rejection
Previous Article in Journal
Effects of Thai Medicinal Herb Extracts with Anti-Psoriatic Activity on the Expression on NF-κB Signaling Biomarkers in HaCaT Keratinocytes
Previous Article in Special Issue
Glycosides, Depression and Suicidal Behaviour: The Role of Glycoside-Linked Proteins
Molecules 2011, 16(5), 3933-3968; doi:10.3390/molecules16053933
Review

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

*  and *
Laboratoire des Glucides UMR CNRS 6219, Université de Picardie Jules Verne, 33 Rue Saint Leu, F-80039 Amiens, France
* Authors to whom correspondence should be addressed.
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).
SciFeed

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote |
RIS
MDPI and ACS Style

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

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here

Comments

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert