Toxic aldehydes formed by lipid peroxidation. I. Sensitive, gas chromatography-based stereoanalysis of 4-hydroxyalkenals, toxic products of lipid peroxidation.
An efficient analytical method is presented that does not only allow to detect and quantify 4-hydroxyalkenals, but for the first time provides a tool to look at the enantiomeric ratio of these interesting lipid peroxidation products. It involves acetylation as the only derivatization step, which can be carried out under mild conditions with acetic anhydride and gas chromatography on a chiral permethyl cyclodextrin phase. All biologically important homologues (C5-C9) can be selectively observed in a single chromatographic run. The resolution allows a reliable quantification of the enantiomers. The method was successfully applied in the stereoanalysis of 4-hydroxynonenal formed in rat liver microsomes after treatment with ADP/Fe2+.
Bringmann
G
G
Institute of Organic Chemistry, University of Würzburg, Germany.
Gassen
M
M
Schneider
S
S
D000089:Acetic Anhydrides; D000107:Acetylation; D000244:Adenosine Diphosphate / Q000494:pharmacology; D000447:Aldehydes / Q000737:chemistry* / Q000378:metabolism; D000818:Animals; D002849:Chromatography, Gas; D005296:Ferrous Compounds / Q000494:pharmacology; D008401:Gas Chromatography-Mass Spectrometry; D015227:Lipid Peroxidation; D008297:Male; D008862:Microsomes, Liver / Q000187:drug effects / Q000378:metabolism; D051381:Rats; D017208:Rats, Wistar; D013237:Stereoisomerism
D000089:Acetic Anhydrides; D000447:Aldehydes; D005296:Ferrous Compounds; C031800:acetic anhydride; D000244:Adenosine Diphosphate; C027576:4-hydroxy-2-nonenal