Aljawish Abdulhadi, Chevalot Isabelle, Paris Cédric, Muniglia Lionel
Laboratory of Biomolecules Engineering (LIBio), Lorraine University, 2 avenue de la Forêt de Haye, TSA40602, F-54518 Vandœuvre-lès Nancy, France.
Laboratory of Reactions and Process Engineering (LRGP-UMR 7274), Lorraine University, 2 avenue de la Forêt de Haye, TSA40602, F-54518 Nancy, France.
BioTech (Basel). 2022 Dec 5;11(4):55. doi: 10.3390/biotech11040055.
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.
作为一种环保方法，在30°C和pH 7.5的磷酸盐缓冲液中进行漆酶催化阿魏酸（FA）的氧化反应。液相色谱-质谱联用（LC-MS）分析表明，氧化产物包括四种摩尔质量（MM）为386 g/mol的脱氢二聚体（P1、P2、P3、P5）、两种MM为770 g/mol的脱氢四聚体（P6、P7）和一种MM为340 g/mol的脱羧脱氢二聚体（P4）。结构表征显示，FA脱氢二聚体中P1和P5是对称的，而P2、P3和P4是不对称的。物理化学表征表明，氧化产物的亲脂性高于FA。此外，对称二聚体和四聚体的熔点高于FA及其不对称二聚体。抗氧化和抗增殖评估表明，与FA相比，酶促寡聚化提高了P2、P3和P6氧化产物的抗氧化和抗增殖性能。最后，这种在水中进行的酶促过程可以产生具有良好抗自由基和抗增殖活性的新分子。
