Oxidation of ferulic acid by laccase: identification of the products and inhibitory effects of some dipeptides

The laccase activity, in the presence of ferulic acid as substrate, was tested with high performance liquid chromatography (HPLC). The two products initially formed were identified by HPLC–mass spectrometry and HPLC–diode array as trans-5-[(E)-2-carboxyvinyl]-2-(4-hydroxy-3-methoxy-phenyl)-7-methoxy...

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Bibliographic Details
Published in:Talanta (Oxford) 2001-08, Vol.55 (1), p.189-200
Main Authors: Carunchio, Federica, Crescenzi, Carlo, Girelli, Anna Maria, Messina, Antonella, Tarola, Anna Maria
Format: Article
Language:English
Subjects:
Analytical, structural and metabolic biochemistry
Biological and medical sciences
Dipeptides
Enzymes and enzyme inhibitors
Fundamental and applied biological sciences. Psychology
High performance liquid chromatography
Inhibitors
Laccase
Oxidoreductases
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Summary:The laccase activity, in the presence of ferulic acid as substrate, was tested with high performance liquid chromatography (HPLC). The two products initially formed were identified by HPLC–mass spectrometry and HPLC–diode array as trans-5-[(E)-2-carboxyvinyl]-2-(4-hydroxy-3-methoxy-phenyl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylic acid and (Z)-β-{4-[(E)-2-carboxyvinyl]-2-methoxyphenoxy}-4-hydroxy-3-methoxy cinnamic acid. The inhibitory effects of some dipeptides due to the formation of copper complexes have also been reported. The results obtained confirm that the inhibitory effects on laccase activity are strongly related to the structure of the dipeptides and confirm the important role of copper(II) in the reaction mechanism.
ISSN:0039-9140
1873-3573
DOI:10.1016/S0039-9140(01)00417-9