Gas chromatographic-electron impact mass spectrometric screening procedure for unknown hydroxyaldehydic lipid peroxidation products after pentafluorobenzyloxime derivatization.
Aldehydic lipid peroxidation products can be detected after transformation to pentafluorobenzyloxime derivatives by GC-MS screening using characteristic ion traces. Thus the rather unstable unsaturated hydroxyaldehyde, 6-hydroxy-2,4-undecadienal, was identified as autoxidation product of linoleic acid. Its structure was unambiguously confirmed by comparison with an authentic sample. After Fe(2+)-ascorbate induced lipid peroxidation of oleic acid several 4-hydroxy-2-alkenals and 4-hydroxyalkanals were detected. These represent previously unknown secondary oxidation products of lipid peroxidation of oleic acid. Nevertheless oleic acid proved about 1000 times more stable against peroxidation than linoleic or higher unsaturated acids.
Loidl-Stahlhofen
A
A
Lehrstuhl Organische Chemie I, Universität Bayreuth, Germany.
Kern
W
W
Spiteller
G
G
D000447:Aldehydes / Q000032:analysis*; D002855:Chromatography, Thin Layer; D008401:Gas Chromatography-Mass Spectrometry; D019787:Linoleic Acid; D008041:Linoleic Acids / Q000378:metabolism*; D015227:Lipid Peroxidation; D008054:Lipid Peroxides / Q000032:analysis*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D019301:Oleic Acid / Q000378:metabolism*; D010091:Oximes / Q000032:analysis; D014297:Trimethylsilyl Compounds / Q000032:analysis
C101713:6-hydroxy-2,4-undecadienal; D000447:Aldehydes; D008041:Linoleic Acids; D008054:Lipid Peroxides; D010091:Oximes; D014297:Trimethylsilyl Compounds; D019301:Oleic Acid; D019787:Linoleic Acid