A novel cyclodextrin-derived tellurium compound with glutathione peroxidase activity

Chembiochem. 2002 Apr 2;3(4):356-63. doi: 10.1002/1439-7633(20020402)3:4<356::AID-CBIC356>3.0.CO;2-O.

Abstract

A novel dicyclodextrinyl ditelluride (2-TeCD) compound was devised as a functional mimic of the glutathione peroxidase (GPX) enzymes that normally remove hydroperoxides from the cell. The GPX activity of the mimic was found to be 46.7 U microM(-1), which is 46 times as active as Ebselen, a well-known GPX mimic. A detailed steady-state kinetic study was undertaken to probe the reason for the high catalytic efficiency of 2-TeCD. This high efficiency can be explained based on both the binding of the substrate to the cyclodextrin and the catalytic mechanism of 2-TeCD, which is different from that of diselenide compounds. 2-TeCD exhibits good water solubility and is chemically and biologically stable. The biological effect of 2-TeCD was evaluated by its ability to protect mitochondria from oxidative damage. 2-TeCD exhibited excellent antioxidant capacity in comparison with Ebselen.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antioxidants / chemical synthesis
  • Antioxidants / chemistry*
  • Antioxidants / pharmacology
  • Cattle
  • Cyclodextrins / chemistry*
  • Glutathione Peroxidase / chemical synthesis
  • Glutathione Peroxidase / chemistry*
  • Glutathione Peroxidase / pharmacology
  • Kinetics
  • Lipid Peroxidation / drug effects
  • Mitochondria, Heart / drug effects*
  • Tellurium / chemistry*
  • Tellurium / pharmacology

Substances

  • Antioxidants
  • Cyclodextrins
  • Glutathione Peroxidase
  • Tellurium