title: A simple method to generate oxidized phosphatidylcholines in amounts close to one milligram.
abstract: Oxidized (phospho)lipids are of paramount interest from different reasons: beside their significant in vivo relevance, these products are often needed in the laboratory to study the response of selected cells to oxidized lipids. Unfortunately, the commercial availability of oxidized lipids is limited and scientists interested in studying the physiological impact of oxidized lipids are normally forced to prepare the required compounds by themselves. We will show here that chain-shortened products of oxidized phosphatidylcholines (PCs) such as aldehydes and carboxylic acids can be easily (and in nearly quantitative yields) generated by the Fenton reaction (H2O2+Fe(2+)) or the KMnO4-induced oxidation of the PC. Using the Fenton reaction and physiological saline, chlorinated oxidation products such as chlorohydrins are also readily available. Additionally, it will be shown that preparative thin-layer chromatography (TLC) is a convenient but simple method to isolate the individual oxidation products in reasonable yields and high purities: all relevant products could be successfully identified by matrix-assisted laser desorption and ionization (MALDI) mass spectrometry and the amounts of the oxidized products determined by a simple colorimetric assay.
authors.affiliation: University of Leipzig, Faculty of Medicine, Institute of Medical Physics and Biophysics, Härtelstr. 16/18, D-04107 Leipzig, Germany.
authors.forename: Kristin
authors.initials: K
authors.lastname: Zschörnig
authors.affiliation: University of Leipzig, Faculty of Medicine, Institute of Medical Physics and Biophysics, Härtelstr. 16/18, D-04107 Leipzig, Germany. Electronic address: juergen.schiller@medizin.uni-leipzig.de.
authors.forename: Jürgen
authors.initials: J
authors.lastname: Schiller
mesh_terms: D002855:Chromatography, Thin Layer; D003124:Colorimetry; D005296:Ferrous Compounds / Q000737:chemistry; D006861:Hydrogen Peroxide / Q000737:chemistry; D010084:Oxidation-Reduction; D010545:Peroxides / Q000737:chemistry; D010713:Phosphatidylcholines / Q000032:analysis*; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D013696:Temperature
chemical_list: D005296:Ferrous Compounds; D010545:Peroxides; D010713:Phosphatidylcholines; C097259:potassium manganese peroxide; D006861:Hydrogen Peroxide
keywords: Lipid (per)oxidation; MALDI MS; Phosphatidylcholine; Thin-layer chromatography