Catalysis and inhibition of tyrosinase in the presence of cinnamic acid and some of its derivatives

被引：44

作者：

Garcia-Jimenez, Antonio ^{[1
]}

Garcia-Molina, Francisco ^{[1
]}

Teruel-Puche, Jose A. ^{[2
]}

Saura-Sanmartin, Adrian ^{[3
]}

Garcia-Ruiz, Pedro A. ^{[4
]}

Ortiz-Lopez, Antonio ^{[2
]}

Rodriguez-Lopez, Jose N. ^{[1
]}

Garcia-Canovas, Francisco ^{[1
]}

Munoz-Munoz, Jose ^{[5
]}

机构：

[1] Univ Murcia, GENZ Grp Res Enzymol Www Um Es Genz, Dept Biochem & Mol Biol A, Reg Campus Int Excellence Campus Mare Nostrum, E-30100 Murcia, Spain

[2] Univ Murcia, Grp Mol Interact Membranes, Dept Biochem & Mol Biol A, Reg Campus Int Excellence Campus Mare Nostrum, E-30100 Murcia, Spain

[3] Univ Murcia, Fac Chem, Dept Organ Chem, Grp Synthet Organ Chem, Reg Campus Int Excellence Campus Mare Nostrum, E-30100 Murcia, Spain

[4] Univ Murcia, Grp Chem Carbohydrates Ind Polymers & Addit, Dept Organ Chem, Reg Campus Int Excellence Campus Mare Nostrum, E-30100 Murcia, Spain

[5] Northumbria Univ, Dept Appl Sci, Grp Microbiol, Ellison Pl, Newcastle Upon Tyne NE1 8SG, Tyne & Wear, England

来源：

INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES | 2018年 / 119卷

关键词：

Tyrosinase inhibition; Cinnamic acid alternative substrate; Docking; MUSHROOM TYROSINASE; DIPHENOLASE ACTIVITIES; SUICIDE INACTIVATION; ACTION MECHANISM; CAFFEIC ACID; MONOPHENOLASE; QUINONES; KINETICS; PATHWAY; ESTER;

D O I：

10.1016/j.ijbiomac.2018.07.173

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The kinetic action of tyrosinase on L-tyrosine and L-Dopa as substrates in the presence of cinnamic acid and some of its derivatives has been characterized. Cinnamic acid, 2-hydroxycinnamic, 2,3 and 4-methoxycinnamic acids were seen to be inhibitors of tyrosinase being determined the type of inhibition and inhibition constants of all of them. However, 3-hydroxycinnamic, 4-hydroxycinnamic and 3,4-dihydroxycinnamic acids were seen to be substrates of tyrosinase at the same time. The kinetic constants of the catalysis of these substrates were determined and found to be perfectly correlated with the chemical shifts of the carbon with the phenolic hydroxyl group revealed by NMR Docking studies of 2-hydroxycinnamic and 3-hydroxycinnamic adds showed that tyrosinase is able to hydroxylate 3-hydroxycinnamic acid but is unable to hydroxylate 2-hydroxycinnamic acid. (C) 2018 Elsevier B.V. All rights reserved.

引用

页码：548 / 554

页数：7

共 42 条

[1] Further insight into the pH effect on the catalysis of mushroom tyrosinasee [J].