Strategies for the analysis of chlorinated lipids in biological systems.
Autor: | Wacker BK; Department of Biochemistry and Molecular Biology, School of Medicine, and Center for Cardiovascular Research, Saint Louis University, St. Louis, MO 63104, USA., Albert CJ, Ford BA, Ford DA |
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Jazyk: | angličtina |
Zdroj: | Free radical biology & medicine [Free Radic Biol Med] 2013 Jun; Vol. 59, pp. 92-9. Date of Electronic Publication: 2012 Jun 17. |
DOI: | 10.1016/j.freeradbiomed.2012.06.013 |
Abstrakt: | Myeloperoxidase-derived HOCl reacts with the vinyl ether bond of plasmalogens yielding α-chlorofatty aldehydes. These chlorinated aldehydes can be purified using thin-layer chromatography, which is essential for subsequent analysis of extracts from some tissues such as myocardium. The α-chlorofatty aldehyde 2-chlorohexadecanal (2-ClHDA) is quantified after conversion to its pentafluorobenzyl oxime derivative using gas chromatography-mass spectrometry and negative-ion chemical ionization detection. 2-ClHDA accumulates in activated human neutrophils and monocytes, as well as in atherosclerotic lesions and infarcted myocardium. Metabolites of 2-ClHDA have also been identified, including the oxidation product, 2-chlorohexadecanoic acid (2-ClHA), and the reduction product, 2-chlorohexadecanol. 2-ClHA can be quantified using LC-MS with selected reaction monitoring (SRM) detection. 2-ClHA can be ω-oxidized by hepatocytes and subsequently β-oxidized from the ω-end, leading to the production of the dicarboxylic acid, 2-chloroadipic acid. This dicarboxylic acid is excreted in the urine and can also be quantified using LC-MS methods with SRM detection. Quantitative analyses of these novel chlorinated lipids are essential to identify the role of these lipids in leukocyte-mediated injury and disease. (Copyright © 2012 Elsevier Inc. All rights reserved.) |
Databáze: | MEDLINE |
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