Radiolabeled cholesterol as a reporter for assessing one-electron turnover of lipid hydroperoxides

Anal Biochem. 1999 May 15;270(1):123-32. doi: 10.1006/abio.1999.4070.

Abstract

A novel approach for assessing the peroxidative chain initiation potency of lipid hydroperoxides has been developed, which involves use of 14C-labeled cholesterol (Ch) as a "reporter" lipid. Unilamellar liposomes containing 1-palmitoyl-2-oleoyl-phosphatidylcholine, [14C]Ch, and 3beta-hydroxy-5alpha-cholest-6-ene-5-hydroperoxide (5alpha-OOH) or 3beta-hydroxycholest-5-ene-7alpha-hydroperoxide (7alpha-OOH) [100:75:5, mol/mol] were used as a test system. Liposomes incubated in the presence of ascorbate and a lipophilic iron complex were analyzed for radiolabeled oxidation products/intermediates (ChOX) by means of silica gel high-performance thin layer chromatography with phosphorimaging detection. The following ChOX were detected and quantified: 7alpha-OOH, 7beta-OOH, 7alpha-OH, 7beta-OH, and 5, 6-epoxide. Total ChOX yield increased in essentially the same time- and [iron]-dependent fashion for initiating 5alpha-OOH and 7alpha-OOH. The initial rate of [14C]7alphabeta-OH formation was greatly diminished when GSH and ebselen (a selenoperoxidase mimetic) were present, consistent with the attenuation of one-electron peroxide turnover. [14C]Ch-labeled L1210 cells also accumulated ChOX when incubated with 5alpha-OOH-containing liposomes. The rate of accumulation was substantially greater for Se-deficient than Se-sufficient cells, indicating that peroxide-induced chain reactions were modulated by selenoperoxidase action. These results illustrate the advantages of the new approach for highly sensitive in situ monitoring of cellular peroxidative damage.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • Azoles / metabolism
  • Biosensing Techniques
  • Cholesterol / metabolism*
  • Chromatography, High Pressure Liquid / methods
  • Electron Transport
  • Free Radicals
  • Iron / metabolism
  • Isoindoles
  • Leukemia L1210 / metabolism
  • Lipid Peroxides / metabolism*
  • Liposomes
  • Mice
  • Organoselenium Compounds / metabolism
  • Tumor Cells, Cultured

Substances

  • Azoles
  • Free Radicals
  • Isoindoles
  • Lipid Peroxides
  • Liposomes
  • Organoselenium Compounds
  • ebselen
  • Cholesterol
  • Iron