著者

Shibata Ako Uemura Mariko Hosokawa Masashi Miyashita Kazuo

出版者

Springer

雑誌

Journal of the American oil chemists society (ISSN:0003021X)

巻号頁・発行日

vol.92, no.11-12, pp.1661-1670, 2015-12

被引用文献数

17

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Fish, echium, linseed, and soybean oil triacyglycerols (TAGs) were oxidized at 50 or 60 A degrees C to determine the effect of the polyunsaturated fatty acid composition on the volatile product formation. The analysis of the oxygen consumption and total volatile formation demonstrated that the soybean oil TAG had the highest oxidative stability followed by linseed, echium, and fish oil TAGs. Our results were in agreement with the expected average number of bis-allylic positions of each TAG. Higher quantities of acrolein (2-propenal) and propanal were detected using the static headspace gas chromatography method at the early stages of oxidation of echium and fish oil TAGs; however, a considerable amount of propanal and only a small amount of acrolein were found in the oxidized linseed oil TAG. The peak area ratios of acrolein to propanal were 0.115, 0.569, and 2.554 after the 8-h oxidation of linseed, echium, and fish oil TAG, respectively, suggesting the preferential formation of acrolein, especially during the fish oil TAG oxidation. The acrolein quickly increased during the first stage of oxidation, but thereafter it either did not change or slightly decreased during the fish oil oxidation. Because fish oil induces flavor deterioration from the very early stage of the oxidation, the acrolein formation observed in the present study may be important for fish oil deterioration.

著者

Miyashita Kazuo

出版者

Japan Oil Chemists' Society

雑誌

Journal of Oleo Science (ISSN:13458957)

巻号頁・発行日

vol.68, no.1, pp.1-11, 2019-01-01 (Released:2019-01-01)

参考文献数

96

被引用文献数

10 38

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The benefit of fish oil to health has been widely recognized because of the high contents of functional EPA (20:5n-3) and DHA (22:6n-3) in the oil; however, the application of fish oil has been limited by its high susceptibility to oxidation. This review reports the characteristics of EPA and DHA oxidation compared with those of other fatty acids such as linoleic acid (18:2n-6). In addition, effective approaches to protect against oxidation are discussed, focusing on the unique antioxidant potential of amine compounds. Finally, the exceptionally high oxidative stability of EPA and DHA in biological systems is discussed. Understanding the protective mechanism against EPA and DHA oxidation in such systems may be useful for the development of an effective antioxidant procedure for fish oil that is rich in EPA and DHA.

著者

Hirano Shinya Miyashita Kazuo Ota Toru NISHIKAWA Masazumi MARUYAMA Kazuki NAKAYAMA Suguru

出版者

社団法人日本農芸化学会

雑誌

Bioscience, biotechnology, and biochemistry (ISSN:09168451)

巻号頁・発行日

vol.61, no.2, pp.281-285, 1997-02-23

被引用文献数

8 21

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The oxidative stability of ethyl linoleate (LA), ethyl linolenate (LN), and ethyl docosahexaenoate (DHA) in an aqueous solution was compared by measuring the decrease in unoxidized substrate and the formation of total hydroperoxides, conjugated dienes, and monohydroperoxides (MHPs). The highest stability was shown by DHA, this being followed by LN and LA in both cases when using Fe^<2+>-ascorbic acid and 2, 2'-azobis(2, 4-dimethylvaleronitrile) (AMVN) as a initiator, while the reverse order of oxidative stability was obtained when the esters were oxidized in chloroform or ethanol with AMVN. The stability of MHPs in an aqueous solution also increased with increasing degree of unsaturation. HPLC analyses showed little difference in the positional distribution of MHP isomers between aqueous oxidation and autoxidation in the air. This result suggests no selective abstraction of hydrogen atoms from the bisallylic positions of polyunsaturated fatty acid in an aqueous phase. The product ratio of hydoroperoxy epidioxides to MHPs in the aqueous oxidation of LN was lower than that of autoxidized LN in the air, showing the rapid decomposition of epidioxides in an aqueous solution.