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Action of tyrosinase on caffeic acid and its n-nonyl ester. Catalysis and suicide inactivation

2017; Elsevier BV; Volume: 107; Linguagem: Inglês

10.1016/j.ijbiomac.2017.10.151

1879-0003

Antonio Garcia-Jimenez, José A. Teruel, Pedro Antonio Garcı́a-Ruiz, Adrián Saura-Sanmartín, José Berná, José Neptuno Rodríguez‐López, Francisco Garcı́a-Cánovas,

Phytochemicals and Antioxidant Activities

Different mechanisms for inhibiting tyrosinase can be designed to avoid postharvest quality losses of fruits and vegetables. The action of tyrosinase on caffeic acid and its n-nonyl ester (n-nonyl caffeate) was characterized kinetically in this work. The results lead us to propose that both compounds are suicide substrates of tyrosinase, for which we establish the catalytic and inactivation efficiencies. The ester is more potent as inactivator than the caffeic acid and the number of turnovers made by one molecule of the enzyme before its inactivation (r) is lower for the ester. We proposed that the anti-browning and antibacterial properties may be due to suicide inactivation processes.