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

Autor: Raphael Dos Santos Morais, Jordane Jasniewski, Michel Linder, Sophie Poinsignon, Marie E. Vuillemin, Blandine Simard, Cédric Paris, Sabine Bouguet-Bonnet, Lionel Muniglia, Florentin Michaux
Přispěvatelé: Laboratoire d'Ingénierie des Biomolécules (LIBio), Université de Lorraine (UL), Cristallographie, Résonance Magnétique et Modélisations (CRM2), Centre National de la Recherche Scientifique (CNRS)-Université de Lorraine (UL), Plateau d’Analyse Structurale et Métabolomique (PASM), Impact Biomolécules, ANR-15-IDEX-0004,LUE,Isite LUE(2015)
Jazyk: angličtina
Rok vydání: 2021
Předmět:
Magnetic Resonance Spectroscopy
food.ingredient
Coumaric Acids
Polymers
Chemical structure
Sordariales
02 engineering and technology
Biochemistry
Ferulic acid
Gum Arabic
03 medical and health sciences
chemistry.chemical_compound
food
Glucuronic Acid
Tandem Mass Spectrometry
Structural Biology
[SDV.IDA]Life Sciences [q-bio]/Food engineering
Organic chemistry
[SPI.GPROC]Engineering Sciences [physics]/Chemical and Process Engineering
Molecular Biology
Chromatography
High Pressure Liquid
ComputingMilieux_MISCELLANEOUS
030304 developmental biology
0303 health sciences
biology
Laccase
Acacia
Water
General Medicine
[CHIM.MATE]Chemical Sciences/Material chemistry
[CHIM.CATA]Chemical Sciences/Catalysis
021001 nanoscience & nanotechnology
Grafting
biology.organism_classification
Glucuronic acid
Enzymes
[SDV.BBM.BP]Life Sciences [q-bio]/Biochemistry
Molecular Biology/Biophysics
[CHIM.POLY]Chemical Sciences/Polymers
chemistry
Biocatalysis
Surface modification
Gum arabic
0210 nano-technology
Oxidation-Reduction
Chromatography
Liquid
Myceliophthora thermophila
Zdroj: International Journal of Biological Macromolecules
International Journal of Biological Macromolecules, Elsevier, 2021, 169, pp.480-491. ⟨10.1016/j.ijbiomac.2020.12.113⟩
ISSN: 0141-8130
DOI: 10.1016/j.ijbiomac.2020.12.113⟩
Popis: 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.
Databáze: OpenAIRE
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