Chromatographic, Spectrometric and NMR Characterization of a New Set of Glucuronic Acid Esters Synthesized by Lipase

An enzymatic synthesis was developed on a new set of D-glucuronic acid esters and particularly the tetradecyl-D-glucopyranosiduronate also named tetradecyl D-glucuronate. Chromatographic analyses revealed the presence of the ester as a mixture of anomeric forms for carbon chain lengths superior to 1...

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Bibliographic Details
Main Authors: Michel Marlier, Michel Paquot, Patrick Rollin, Florence Chéry, Jacqueline Destain, Pascal Gerbaux, Georges Lognay, Christophe Blecker, Benoît Moreau
Format: Article in Journal/Newspaper
Language:English
French
Published: Presses Agronomiques de Gembloux 2007
Subjects:
NMR
geo
Online Access:http://www.pressesagro.be/base/text/v11n1/9.pdf
https://doaj.org/article/063f259ac29e41568ca153948b53d6fb
Description
Summary:An enzymatic synthesis was developed on a new set of D-glucuronic acid esters and particularly the tetradecyl-D-glucopyranosiduronate also named tetradecyl D-glucuronate. Chromatographic analyses revealed the presence of the ester as a mixture of anomeric forms for carbon chain lengths superior to 12. TOF/MS and MS/MS studies confirmed the synthesis of glucuronic acid ester. The NMR study also confirmed the structure of glucuronic acid esters and clearly revealed an anomeric (α/β) ratio equivalent to 3/2