6533b7cffe1ef96bd1259b36

RESEARCH PRODUCT

Reactions of Flavonoids with o‑Quinones Interfere with the Spectrophotometric Assay of Tyrosinase Activity

Beata Gąsowska-bajgerHubert Wojtasek

subject

0301 basic medicineNaringenino-quinoneAntioxidantAgaricusTyrosinasemedicine.medical_treatmentMorintyrosinase01 natural sciencesFungal Proteins03 medical and health scienceschemistry.chemical_compoundBenzoquinonesmedicineOrganic chemistryenzymatic assay interferenceEnzyme AssaysCatecholMonophenol Monooxygenase010401 analytical chemistryfood and beveragesCatechinGeneral Chemistrycatechol0104 chemical sciencesKinetics030104 developmental biologychemistrySpectrophotometryflavonoidsDopachromeredox exchangeGeneral Agricultural and Biological SciencesKaempferolOxidation-ReductionNuclear chemistry

description

Flavonoids are important food components with antioxidant properties and many of them have been described as tyrosinase inhibitors. Oxidation of quercetin, kaempferol, morin, catechin, and naringenin by mushroom tyrosinase and their influence on the oxidation of l-dopa and l-tyrosine was studied. Reaction rates measured spectrophotometrically and by oxygen consumption differed substantially. All tested flavonoids reacted with 4-tert-butyl-o-benzoquinone and/or 4-methyl-o-benzoquinone, although at different rates. These reactions generated products whose UV-vis spectra either overlapped or did not overlap with the spectrum of dopachrome. They therefore strongly influence the kinetic analysis performed by measuring the absorbance at 475 nm during oxidation of l-dopa or l-tyrosine generating false inhibition or activation effects. This method is therefore inappropriate for monitoring the activity of this enzyme in the presence of flavonoids and other compounds possessing strong nucleophilic or reducing groups.

10.1021/acs.jafc.6b01896https://doi.org/10.1021/acs.jafc.6b01896