Inhibitory Kinetics of a Trifluoromethyl-Containing 1,2,3-Triazole Derivative on Mushroom Tyrosinase Activity

被引:5
|
作者
Li Shu-Bai [1 ]
Nie Hua-Li [1 ]
Zhang Hai-Tao [1 ]
Xue Yong [1 ]
Chris Branford White [2 ]
Zhu Li-Min [1 ]
机构
[1] Donghua Univ, Coll Chem Chem Engn & Biotechnol, Shanghai 201620, Peoples R China
[2] London Metropolitan Univ, Inst Hlth Res & Policy, London N7 8DB, England
基金
中国国家自然科学基金;
关键词
Trifluoromethyl-containing 1,2,3-triazole; Mushroom tyrosinase; Monophenolase; Diphenolase; Reversible parabolic-competitive inhibition; Copper chelation; MECHANISM; MONOPHENOL; FLAVONOLS; SUBSTRATE; ALCOHOLS; CATECHIN; ANALOGS; BINDING; ACIDS;
D O I
10.3866/PKU.WHXB20100115
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
In this study, we demonstrate that the trifluoromethyl-containing 1,2,3-triazole derivative (TF-TZ) inhibits mushroom tyrosinase. TF-TZ could inhibit the monophenolase and diphenolase activities and the inhibition is reversible. IC50 values of 30.4, and 34.5 mu mol.L-1 were estimated for the monophenolase activity and the diphenolase activity, respectively. TF-TZ could extend the lag period of the monophenolase activity. Kinetic analysis showed that parabolic-competitive inhibition of TF-TZ occurred on diphenolase. We proposed that two TF-TZ molecules combined with free tyrosinase to form enzyme-inhibitor complexes (El and EI2), and the inhibition constants (K-i1, for EI and K-i2 for EI2) were 76.9 and 9.71 mu mol.L-1, respectively. Moreover, the UV-Visible spectrum of a mixture of tyrosinase and TF-TZ exhibited a characteristic shoulder peak that could be assigned to chelation of TF-TZ to the active site.
引用
收藏
页码:215 / 220
页数:6
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