Skip to main content
ARS Home » Research » Publications at this Location » Publication #101290

Title: AUTOXIDATION PRODUCTS OF TRIACYLGLYCEROLS IDENTIFIED USING ATMOSPHERIC PRESSURE CHEMICAL IONIZATION MASS SPECTROMETRY

Author
item BYRDWELL, WM - FORMER ARS, FL ATLANTIC U
item Neff, William

Submitted to: Annual Meeting and Expo of the American Oil Chemists' Society
Publication Type: Abstract Only
Publication Acceptance Date: 5/10/1999
Publication Date: N/A
Citation: N/A

Interpretive Summary:

Technical Abstract: Products of the autoxidation of model triacylglycerols (TAGs) and normal and genetically modified vegetable oils were separated and identified using reversed-phase high performance liquid chromatography (RP-HPLC) coupled with atmospheric pressure chemical ionization mass spectrometry (APCI-MS). The fragmentation pathways which allowed characterization of several classes of oxygenated TAGs were elucidated. The primary products of TAG oxidation were epoxides, hydroperoxides, epidioxides, di-epoxides, and di-hydroperoxides. Fragmentation patterns observed for model compounds were the same as those observed for normal and genetically modifed canola oils. Canola oils, which were high in oleic acid content, exhibited oxidation products similar to those observed for model triolein. Canola oil containing a high level of stearic acid had high levels of epoxy stearate containing oxidation products, formed by epoxidation across an oleate double bond. High lauric canola oil exhibited high levels of dilauric oleate and stearate epoxides, oleate and linoleate hydroperoxides, as well as other lauric and oleic acid ontaining oxotriacylglycerols. The fragmentation pathways of hydroperoxides under APCI conditions produced the same epoxides as those formed by autoxidation.