title: Kinetic characterization of oxyresveratrol as a tyrosinase substrate.
abstract: Oxyresveratrol is a stilbenoid described as a powerful inhibitor of tyrosinase and proposed as skin-whitening and anti-browning agent. However, the enzyme is capable of acting on it, considering it as a substrate, as it has been proved in the case of its analogous resveratrol. Tyrosinase hydroxylates the oxyresveratrol to an o-diphenol and oxidizes the latter to an o-quinone, which finally isomerizes to p-quinone. For these reactions to take place the presence of the Eox (oxy-tyrosinase) form is necessary. The kinetic analysis of the proposed mechanism has allowed the kinetic characterization of this molecule as a substrate of tyrosinase, affording a catalytic constant of 5.39 ± 0.21 sec(-1) and a Michaelis constant of 8.65 ± 0.73 µM.
authors.affiliation: GENZ: Grupo De Investigación Enzimología, Departamento De Bioquímica Y Biología Molecular-A, Facultad De Biología, Campus De Excelencia Internacional "Mare Nostrum", Universidad De Murcia, Murcia, Spain.
authors.forename: Carmen Vanessa
authors.initials: CV
authors.lastname: Ortiz-Ruiz
authors.affiliation: GENZ: Grupo De Investigación Enzimología, Departamento De Bioquímica Y Biología Molecular-A, Facultad De Biología, Campus De Excelencia Internacional "Mare Nostrum", Universidad De Murcia, Murcia, Spain.
authors.forename: Manuel
authors.initials: M
authors.lastname: Ballesta de Los Santos
authors.affiliation: Grupo De Química Orgánica Sintética. Departamento De Química Orgánica. Facultad De Química, Campus De Excelencia Internacional "Mare Nostrum", Universidad De Murcia, Murcia, Spain.
authors.forename: Jose
authors.initials: J
authors.lastname: Berna
authors.affiliation: IMIDA: Instituto Murciano De Investigación Y Desarrollo Agrario Y Alimentario, Murcia, Spain.
authors.forename: Jose
authors.initials: J
authors.lastname: Fenoll
authors.affiliation: QCPAI: Grupo De Química De Carbohidratos, Polímeros Y Aditivos Industriales, Departamento De Química Orgánica. Facultad De Química, Campus De Excelencia Internacional "Mare Nostrum", Universidad De Murcia, Murcia, Spain.
authors.forename: Pedro Antonio
authors.initials: PA
authors.lastname: Garcia-Ruiz
authors.affiliation: GENZ: Grupo De Investigación Enzimología, Departamento De Bioquímica Y Biología Molecular-A, Facultad De Biología, Campus De Excelencia Internacional "Mare Nostrum", Universidad De Murcia, Murcia, Spain.
authors.forename: Jose
authors.initials: J
authors.lastname: Tudela
authors.affiliation: GENZ: Grupo De Investigación Enzimología, Departamento De Bioquímica Y Biología Molecular-A, Facultad De Biología, Campus De Excelencia Internacional "Mare Nostrum", Universidad De Murcia, Murcia, Spain.
authors.forename: Francisco
authors.initials: F
authors.lastname: Garcia-Canovas
mesh_terms: D005656:Fungal Proteins / Q000037:antagonists & inhibitors / Q000737:chemistry*; D006861:Hydrogen Peroxide / Q000737:chemistry; D006900:Hydroxylation; D007700:Kinetics; D007980:Levodopa / Q000737:chemistry; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors / Q000737:chemistry*; D010936:Plant Extracts / Q000737:chemistry*; D000077185:Resveratrol; D013267:Stilbenes / Q000737:chemistry*; D013379:Substrate Specificity; D014443:Tyrosine / Q000737:chemistry
chemical_list: D005656:Fungal Proteins; D010936:Plant Extracts; D013267:Stilbenes; D014443:Tyrosine; D007980:Levodopa; C034912:puag-haad; D006861:Hydrogen Peroxide; D014442:Monophenol Monooxygenase; D000077185:Resveratrol
keywords: alternative substrate; hydrogen peroxide; kinetic characterization; oxyresveratrol; tyrosinase