Formation of Acrolein in the Autoxidation of Triacylglycerols with Different Fatty Acid Compositions

Abstract

Fish, echium, linseed, and soybean oil triacyglycerols (TAGs) were oxidized 12 at 50 or 60°C to determine the effect of the polyunsaturated fatty acid composition on

Inhibitory Effect of Dihydrosphingosine with α-Tocopherol on Volatile Formation during the Autoxidation of Polyunsaturated Triacylglycerols

“…9B and C . Our recent study demonstrated the preferential formation of acrolein and propanal in an early stage of the oxidation of soybean oil, linseed oil, echium oil, and fish oil TAG, whereas the major volatile composition changed thereafter 22 . Both acrolein and propanal are mainly formed from omega-3 PUFA, such as DHA 22:6n-3 , EPA 20:5n-3 , stearidonic acid 18:4n-3 , and α-linolenic acid ALA, 18:3n-3 18,27 .…”

“…On the other hand, we suggested that a static headspace GC analysis using a lower operating temperature of 60 could measure the actual level of volatile compounds, including low molecular weight or low boiling volatile compounds, such as acrolein 2-propenal , propanal and pentane 22 . Figures 5, 6, and 7 show the representative chromatograms of volatiles from oxidized soybean, linseed, and fish oil TAG, respectively.…”

“…Recently, we reported that acrolein was formed preferentially as a major volatile in fish oil oxidation 22 . Acrolein produces undesirable and irritating odors, with an odor threshold of 3.6 ppb 27 .…”

“…Acrolein could be formed from the reaction of the 1-olefin radical and hydroxyl radical 22 . These free radical reactions proceed very quickly and form propanal and acrolein in the very early stage of omega-3 PUFA oxidation.…”

Determination of 2-Propenal Using Headspace Solid-Phase Microextraction Coupled to Gas Chromatography–Time-of-Flight Mass Spectrometry as a Marker for Authentication of Unrefined Sesame Oil

“…It can also be generated by degradation of unsaturated fatty acid backbones [17]. Despite extensive studies on the pathway and mechanism of 2-propenal formation from oil constituents [18,19], the determination of 2-propenal under mild temperature and its application as a detection marker of sesame oil adulteration remain vastly unexplored. The present study, therefore, aims to develop a combined approach of HS-SPME analysis under mild temperature and GC-TOF/MS for the determination of 2-propenal as a volatile marker to detect unrefined sesame oil adulteration with refined corn or soybean oil.…”