Tyrosinase Inhibition Kinetics of Anisic Acid

Anisic acid (p-methoxybenzoic acid) was characterized as a tyrosinase inhibitor from aniseed, a common food spice. It inhibited the oxidation of l-3,4-dihydroxyphenylalanine (ʟ- DOPA) catalyzed by tyrosinase with an IC of 0.60 mᴍ. The inhibition of tyrosinase by anisic acid is a reversible reaction...

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Published inZeitschrift für Naturforschung C. A journal of biosciences Vol. 58; no. 9; pp. 713 - 718
Main Authors Kubo, Isao, Chen, Qing-Xi, Nihei, Ken-Ichi, Calderón, José S., Céspedes, Carlos L.
Format Journal Article
LanguageEnglish
Published Germany Verlag der Zeitschrift für Naturforschung 01.09.2003
Subjects
Agaricales - enzymology
Anisic Acid
Enzyme Inhibitors - pharmacology
Hydroxybenzoate Ethers
Hydroxybenzoates - pharmacology
Kinetics
Levodopa - metabolism
Monophenol Monooxygenase - antagonists & inhibitors
Noncompetitive Inhibition Kinetics
Oxygen Consumption - drug effects
Tyrosinase Inhibitory Activity
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Summary:Anisic acid (p-methoxybenzoic acid) was characterized as a tyrosinase inhibitor from aniseed, a common food spice. It inhibited the oxidation of l-3,4-dihydroxyphenylalanine (ʟ- DOPA) catalyzed by tyrosinase with an IC of 0.60 mᴍ. The inhibition of tyrosinase by anisic acid is a reversible reaction with residual enzyme activity. This phenolic acid was found to be a classical noncompetitive inhibitor and the inhibition constant K was obtained as 0.603 mᴍ. Anisic acid also inhibited the hydroxylation of ʟ-tyrosine catalyzed by tyrosinase. The lag phase caused by the monophenolase activity was lengthened and the steady-state activity of the enzyme was decreased by anisic acid.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:0939-5075
1865-7125
DOI:10.1515/znc-2003-9-1021