Enzymatic Oxidation of Ferulic Acid as a Way of Preparing New Derivatives

The ferulic acid (FA)-oxidation by laccase was performed in phosphate buffer at 30 °C and pH 7.5 as an eco-friendly procedure. LC-MS analysis showed that oxidation products were four dehydrodimers (P1, P2, P3, P5) at MM = 386 g/mol, two dehydrotetramers (P6, P7) at MM = 770 g/mol and one decarboxyla...

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Bibliographic Details
Published in:Biotech (Basel) 2022-12, Vol.11 (4), p.55
Main Authors: Aljawish, Abdulhadi, Chevalot, Isabelle, Paris, Cédric, Muniglia, Lionel
Format: Article
Language:English
Subjects:
Acids
Analytical chemistry
anti-proliferative
antioxidant
Antioxidants
Atmospheric pressure
Biotechnology
Chemical Sciences
Chromatography
enzymatic oxidation
Enzymes
Ferulic acid
Free radicals
LC-MS
Life Sciences
NMR
Nuclear magnetic resonance
Oligomerization
Oxidation
Proteins
RMN
Solvents
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Summary:The ferulic acid (FA)-oxidation by laccase was performed in phosphate buffer at 30 °C and pH 7.5 as an eco-friendly procedure. LC-MS analysis showed that oxidation products were four dehydrodimers (P1, P2, P3, P5) at MM = 386 g/mol, two dehydrotetramers (P6, P7) at MM = 770 g/mol and one decarboxylated dehydrodimer (P4) at MM = 340 g/mol. Structural characterization showed that FA-dehydrodimers were symmetric for P1 and P5 while asymmetric for P2, P3 and P4. Physicochemical characterization showed that oxidation products presented a higher lipophilicity than that of FA. Moreover, symmetric dimers and tetra dimers had a higher melting point compared to FA and its asymmetric dimers. Antioxidant and anti-proliferative assessments indicated that enzymatic oligomerization increased antioxidant and anti-proliferative properties of oxidation products for P2, P3 and P6 compared to FA. Finally, this enzymatic process in water could produce new molecules, having good antiradical and anti-proliferative activities.
ISSN:2673-6284
2673-6284
DOI:10.3390/biotech11040055