Polymer functionalization through an enzymatic process: Intermediate products characterization and their grafting onto gum Arabic.

Fiche publication

Date publication

février 2021

Journal

International journal of biological macromolecules

Auteurs

Membres identifiés du Cancéropôle Est :
Pr BOUGUET-BONNET Sabine

Tous les auteurs :
Vuillemin ME, Muniglia L, Linder M, Bouguet-Bonnet S, Poinsignon S, Dos Santos Morais R, Simard B, Paris C, Michaux F, Jasniewski J

Lien Pubmed

https://www.ncbi.nlm.nih.gov/pubmed/33352160

Résumé

The modification of gum Arabic with ferulic acid oxidation products was performed in aqueous medium, at 30 °C and pH 7.5, in the presence of Myceliophthora thermophila laccase as biocatalyst. First, this study aimed to investigate the structures of the oxidation products of ferulic acid that could possibly be covalently grafted onto gum Arabic. HPLC analyses revealed that this reaction produced several oxidation products, whose structures were investigated using LC-MS/MS analyses (liquid chromatography-mass spectrometry with mass fragmentation analyses) and NMR experiments. The chemical structure of one intermediate reaction product was fully elucidated as the 2-(4-hydroxy-3-methoxyphenyl)-4-[(4-hydroxy-3-methoxyphenyl) methylidene] cyclobutane-1, 3-dione, called by the authors cyclobutadiferulone. Secondly, this study aimed to locate the grafting of the oxidation products onto gum Arabic by performing several NMR experiments. This study did not determine how much and specifically which oxidation products were grafted but some of them were undeniably present onto modified gum Arabic, close to the glucuronic acid C5 carbon or close to the galactose C6 carbon.