Enzymatic Oxidation of Ferulic Acid as a Way of Preparing New Derivatives
The ferulic acid (FA)-oxidation by <i>Myceliophthora thermophila</i> 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...
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MDPI AG
2022-12-01
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| Series: | BioTech |
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| Online Access: | https://www.mdpi.com/2673-6284/11/4/55 |
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| author | Abdulhadi Aljawish Isabelle Chevalot Cédric Paris Lionel Muniglia |
| author_facet | Abdulhadi Aljawish Isabelle Chevalot Cédric Paris Lionel Muniglia |
| author_sort | Abdulhadi Aljawish |
| collection | DOAJ |
| description | The ferulic acid (FA)-oxidation by <i>Myceliophthora thermophila</i> 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. |
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| id | doaj.art-e002f70131dd4f48815e1324a6d3f99b |
| institution | Directory Open Access Journal |
| issn | 2673-6284 |
| language | English |
| last_indexed | 2024-03-09T17:16:42Z |
| publishDate | 2022-12-01 |
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| spelling | doaj.art-e002f70131dd4f48815e1324a6d3f99b2023-11-24T13:38:14ZengMDPI AGBioTech2673-62842022-12-011145510.3390/biotech11040055Enzymatic Oxidation of Ferulic Acid as a Way of Preparing New DerivativesAbdulhadi Aljawish0Isabelle Chevalot1Cédric Paris2Lionel Muniglia3Laboratory of Biomolecules Engineering (LIBio), Lorraine University, 2 avenue de la Forêt de Haye, TSA40602, F-54518 Vandœuvre-lès Nancy, FranceLaboratory of Reactions and Process Engineering (LRGP-UMR 7274), Lorraine University, 2 avenue de la Forêt de Haye, TSA40602, F-54518 Nancy, FranceLaboratory of Biomolecules Engineering (LIBio), Lorraine University, 2 avenue de la Forêt de Haye, TSA40602, F-54518 Vandœuvre-lès Nancy, FranceLaboratory of Biomolecules Engineering (LIBio), Lorraine University, 2 avenue de la Forêt de Haye, TSA40602, F-54518 Vandœuvre-lès Nancy, FranceThe ferulic acid (FA)-oxidation by <i>Myceliophthora thermophila</i> 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.https://www.mdpi.com/2673-6284/11/4/55enzymatic oxidationLC-MSRMNantioxidantanti-proliferative |
| spellingShingle | Abdulhadi Aljawish Isabelle Chevalot Cédric Paris Lionel Muniglia Enzymatic Oxidation of Ferulic Acid as a Way of Preparing New Derivatives BioTech enzymatic oxidation LC-MS RMN antioxidant anti-proliferative |
| title | Enzymatic Oxidation of Ferulic Acid as a Way of Preparing New Derivatives |
| title_full | Enzymatic Oxidation of Ferulic Acid as a Way of Preparing New Derivatives |
| title_fullStr | Enzymatic Oxidation of Ferulic Acid as a Way of Preparing New Derivatives |
| title_full_unstemmed | Enzymatic Oxidation of Ferulic Acid as a Way of Preparing New Derivatives |
| title_short | Enzymatic Oxidation of Ferulic Acid as a Way of Preparing New Derivatives |
| title_sort | enzymatic oxidation of ferulic acid as a way of preparing new derivatives |
| topic | enzymatic oxidation LC-MS RMN antioxidant anti-proliferative |
| url | https://www.mdpi.com/2673-6284/11/4/55 |
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