A bis-cyclodextrin diselenide with glutathione peroxidase-like activity.
A diselenide, 2,2'-diseleno-bis-beta-cyclodextrin (2-SeCD), was synthesized to imitate the antioxidant enzyme glutathione peroxidase (GPX). The GPX mimic accepts a variety of hydroperoxides as substrates. The GPX activities, reduction of H(2)O(2), tert-butyl hydroperoxide and cumenyl hydroperoxide by glutathione, are 7.4, 4.5 and 10.2 U/micromol, respectively. In contrast to ebselen (PZ51), the diselenide displays high GPX-like activity. The reduction of hydroperoxide by glutathione in the presence of a radical trap shows that the mimic catalyzes the reaction via a non-radical mechanism. A ping-pong mechanism was observed in the steady-state kinetic studies of the 2-SeCD-catalyzed reaction.
Liu
J
J
Key Laboratory of Molecular Enzymology and Engineering, Jilin University, Changchun, China.
Luo
G
G
Ren
X
X
Mu
Y
Y
Bai
Y
Y
Shen
J
J
D000818:Animals; D000975:Antioxidants / Q000737:chemistry; D001393:Azoles / Q000737:chemistry; D002384:Catalysis; D003505:Cyclodextrins / Q000138:chemical synthesis* / Q000378:metabolism; D005978:Glutathione / Q000737:chemistry; D005979:Glutathione Peroxidase / Q000737:chemistry*; D006861:Hydrogen Peroxide / Q000737:chemistry; D054833:Isoindoles; D007700:Kinetics; D008099:Liver / Q000201:enzymology; D015394:Molecular Structure; D016566:Organoselenium Compounds / Q000737:chemistry; D010084:Oxidation-Reduction; D011817:Rabbits; D012643:Selenium / Q000378:metabolism; D013379:Substrate Specificity
D000975:Antioxidants; D001393:Azoles; D003505:Cyclodextrins; D054833:Isoindoles; D016566:Organoselenium Compounds; C042986:ebselen; D006861:Hydrogen Peroxide; D005979:Glutathione Peroxidase; D005978:Glutathione; D012643:Selenium