Kinetics of ergothioneine inhibition of mushroom tyrosinase

Appl Biochem Biotechnol. 2012 Jan;166(2):259-67. doi: 10.1007/s12010-011-9421-x. Epub 2011 Nov 10.

Abstract

The native amino acid ergothioneine, a thiourea derivative of histidine, inhibits mushroom tyrosinase activity in a dose-dependent manner, with an IC(50) value of 1.025 mg/ml (4.47 mM). By contrast, histidine exhibited no inhibitory effect on mushroom tyrosinase activity. We characterized ergothioneine as a noncompetitive tyrosinase inhibitor using a Lineweaver-Burk plot of experimental kinetic data. The IC(50) value for ergothioneine scavenging of 2,2-diphenyl-1-picrylhydrazyl was 6.110 ± 0.305 mg/ml, much higher than the IC(50) for inhibition of tyrosinase activity which indicating ergothioneine on tyrosinase shows a weak correlation to its antioxidative activity. The results demonstrated that ergothioneine has a potent inhibition effect on tyrosinase enzyme activity, resulting from the presence of the sulfur substituted imidazole ring in ergothioneine.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Agaricales / enzymology*
  • Enzyme Inhibitors / pharmacology*
  • Ergothioneine / pharmacology*
  • Free Radical Scavengers / pharmacology*
  • Histidine / pharmacology
  • Kinetics
  • Monophenol Monooxygenase / antagonists & inhibitors*
  • Monophenol Monooxygenase / metabolism

Substances

  • Enzyme Inhibitors
  • Free Radical Scavengers
  • Histidine
  • Ergothioneine
  • Monophenol Monooxygenase