4-Hydroxy cinnamic acid as mushroom preservation: Anti-tyrosinase activity kinetics and application

Int J Biol Macromol. 2016 May:86:489-95. doi: 10.1016/j.ijbiomac.2016.01.070. Epub 2016 Jan 23.

Abstract

Tyrosinase is a key enzyme in post-harvest browning of fruit and vegetable. To control and inhibit its activity is the most effective method for delaying the browning and extend the shelf life. In this paper, the inhibitory kinetics of 4-hydroxy cinnamic acid on mushroom tyrosinase was investigated using the kinetics method of substrate reaction. The results showed that the inhibition of tyrosinase by 4-hydroxy cinnamic acid was a slow, reversible reaction with fractional remaining activity. The microscopic rate constants were determined for the reaction on 4-hydroxy cinnamic acid with tyrosinase. Furthermore, the molecular docking was used to simulate 4-hydroxy cinnamic acid dock with tyrosinase. The results showed that 4-hydroxy cinnamic acid interacted with the enzyme active site mainly through the hydroxy competed with the substrate hydroxy group. The cytotoxicity study of 4-hydroxy cinnamic acid indicated that it had no effects on the proliferation of normal liver cells. Moreover, the results of effects of 4-hydroxy cinnamic acid on the preservation of mushroom showed that it could delay the mushroom browning. These results provide a comprehensive underlying the inhibitory mechanisms of 4-hydroxy cinnamic acid and its delaying post-harvest browning, that is beneficial for the application of this compound.

Keywords: 4-Hydroxy cinnamic acid; Inhibitory kinetics; Mushroom preservation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Agaricales / enzymology*
  • Agaricales / metabolism
  • Cell Line
  • Cell Proliferation
  • Coumaric Acids / metabolism
  • Coumaric Acids / pharmacology*
  • Coumaric Acids / toxicity
  • Dose-Response Relationship, Drug
  • Enzyme Inhibitors / metabolism
  • Enzyme Inhibitors / pharmacology*
  • Enzyme Inhibitors / toxicity
  • Food Preservation / methods*
  • Food Storage
  • Kinetics
  • Liver / cytology
  • Molecular Docking Simulation
  • Monophenol Monooxygenase / antagonists & inhibitors*
  • Monophenol Monooxygenase / chemistry
  • Monophenol Monooxygenase / metabolism
  • Oxidation-Reduction
  • Propionates
  • Protein Conformation
  • Temperature

Substances

  • Coumaric Acids
  • Enzyme Inhibitors
  • Propionates
  • Monophenol Monooxygenase
  • p-coumaric acid