Medical College of Wisconsin
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Site-specific trapping of reactive species in low-density lipoprotein oxidation: biological implications. Biochim Biophys Acta 1993 Jun 12;1168(2):220-7

Date

06/12/1993

Pubmed ID

8389205

DOI

10.1016/0005-2760(93)90128-v

Scopus ID

2-s2.0-0027294970 (requires institutional sign-in at Scopus site)   14 Citations

Abstract

Abundant data suggest that the oxidative modification of low-density lipoprotein is mediated by lipid-derived free radicals and aldehydes derived from them. In this report we have addressed the site-specific aspects of low-density lipoprotein modification. To this end, both water-soluble and lipid-soluble spin traps (i.e., diamagnetic organic molecules containing nitroso or nitrone functional groups) were used. Radical adducts were detected by electron spin resonance-spin trapping technique. Biochemical indices of low-density lipoprotein modification were thiobarbituric acid reactive substances formation, electrophoretic mobility and macrophage-mediated uptake of oxidized low-density lipoprotein. Results from this study have shown that the lipophilic spin trap, alpha-phenyl-tert-butyl-N-nitrone, traps a primary low-density lipoprotein lipid-derived radical, while also inhibiting the total oxidative modification in a dose-dependent manner. The more hydrophilic analog, i.e., alpha-(4-pyridyl-1-oxide)-N-tert-butylnitrone, appeared to trap the secondary alkyl radicals and did not exert any inhibitory effect on oxidative modification of low-density lipoprotein. The lipophilic nitroso spin trap, 2-methyl-2-nitroso propane, which traps a lipid-derived radical, inhibited the low-density lipoprotein modification as did the water-soluble nitroso analog, 2-hydroxymethyl-2-nitroso propane. However, the water-soluble nitroso analog did not trap the lipid radical. The inhibitory effect of 2-hydroxymethyl-2-nitroso propane was tentatively attributed to trapping of aldehydes. It is conceivable that spin traps can inhibit the oxidative modification of low-density lipoprotein by trapping of the lipid radicals as well as trapping aldehydes formed from lipid peroxidation.

Author List

Kalyanaraman B, Joseph J, Parthasarathy S

Author

Balaraman Kalyanaraman PhD Professor in the Biophysics department at Medical College of Wisconsin




MESH terms used to index this publication - Major topics in bold

Animals
Apolipoproteins B
Cell Line
Cyclic N-Oxides
Electron Spin Resonance Spectroscopy
Free Radicals
Humans
Lipid Peroxidation
Lipoproteins, LDL
Macrophages
Models, Chemical
Nitrogen Oxides
Nitroso Compounds
Oxidation-Reduction
Pyridines
Rabbits
Spin Labels
Thiobarbituric Acid Reactive Substances