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...

Full description

Bibliographic Details
Main Authors: José Kovensky, Anne Wadouachi
Format: Article
Language:English
Published: MDPI AG 2011-05-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/16/5/3933/
id doaj-93df453953c14933aac261b1b2604baf
record_format Article
spelling doaj-93df453953c14933aac261b1b2604baf2020-11-25T00:28:32ZengMDPI AGMolecules1420-30492011-05-011653933396810.3390/molecules16053933Synthesis of Glycosides of Glucuronic, Galacturonic and Mannuronic Acids: An OverviewJosé KovenskyAnne WadouachiUronic 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.http://www.mdpi.com/1420-3049/16/5/3933/glycosidationglucuronic acidgalacturonic acidmannuronic acidstereoselectivity
collection DOAJ
language English
format Article
sources DOAJ
author José Kovensky
Anne Wadouachi
spellingShingle José Kovensky
Anne Wadouachi
Synthesis of Glycosides of Glucuronic, Galacturonic and Mannuronic Acids: An Overview
Molecules
glycosidation
glucuronic acid
galacturonic acid
mannuronic acid
stereoselectivity
author_facet José Kovensky
Anne Wadouachi
author_sort José Kovensky
title 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_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_sort synthesis of glycosides of glucuronic, galacturonic and mannuronic acids: an overview
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2011-05-01
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.
topic glycosidation
glucuronic acid
galacturonic acid
mannuronic acid
stereoselectivity
url http://www.mdpi.com/1420-3049/16/5/3933/
work_keys_str_mv AT josekovensky synthesisofglycosidesofglucuronicgalacturonicandmannuronicacidsanoverview
AT annewadouachi synthesisofglycosidesofglucuronicgalacturonicandmannuronicacidsanoverview
_version_ 1725335597788168192