title: Determination of lipid ester ozonides and core aldehydes by high-performance liquid chromatography with on-line mass spectrometry.
abstract: Unsaturated triacylglycerols (TG) and choline (PC) and ethanolamine (PE) phosphatides of known structure were subjected to ozonization and reduction with triphenylphosphine to yield the corresponding lipid ester core aldehydes. Mono- and di-C9 aldehyde palmitoylglycerols were prepared from oleoyldipalmitoyl and oleoyllinoleoylpalmitoyl glycerols, respectively, while egg yolk PC and PE provided the mono-C5 and mono-C9 aldehydes of palmitoyl-and stearoyl glycerophospholipids. The aldehydes were isolated in the free form and as the dinitrophenylhydrazone (DNPH) derivatives by thin-layer chromatography (TLC). The intermediate ozonides, free aldehydes and hydrazones were identified by reversed phase high performance liquid chromatography (HPLC) with on-line negative ion thermospray and normal phase HPLC with on-line positive ion electrospray mass spectrometry (LC-MS). The synthetic aldehydes were used as carriers during isolation from natural sources and as reference compounds in quantitative analyses.
authors.affiliation: Banting and Best Department of Medical Research, University of Toronto, Que., Canada.
authors.forename: A
authors.initials: A
authors.lastname: Ravandi
authors.forename: A
authors.initials: A
authors.lastname: Kuksis
authors.forename: J J
authors.initials: JJ
authors.lastname: Myher
authors.forename: L
authors.initials: L
authors.lastname: Marai
mesh_terms: D000447:Aldehydes / Q000032:analysis*; D001409:Bacillus cereus / Q000201:enzymology; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D003201:Computers; D006835:Hydrazones / Q000032:analysis; D007202:Indicators and Reagents; D013058:Mass Spectrometry / Q000379:methods; D010126:Ozone; D010713:Phosphatidylcholines / Q000032:analysis; D010714:Phosphatidylethanolamines / Q000032:analysis; D010715:Phosphatidylglycerols / Q000032:analysis; D010743:Phospholipids / Q000032:analysis*; D013329:Structure-Activity Relationship; D014280:Triglycerides / Q000032:analysis*; D010738:Type C Phospholipases
chemical_list: D000447:Aldehydes; D006835:Hydrazones; D007202:Indicators and Reagents; D010713:Phosphatidylcholines; D010714:Phosphatidylethanolamines; D010715:Phosphatidylglycerols; D010743:Phospholipids; D014280:Triglycerides; D010126:Ozone; D010738:Type C Phospholipases