Formation of Hydroperoxy-, Keto- and Hydroxy-Dienes in FAME from Oils: Influence of Temperature and Addition of α-Tocopherol
The influence of temperature (40, 60 and 80ºC) and addition of ¿-tocopherol (0, 500 mg/kg) on the formation and distribution of the main oxidation products of linoleic acid, i.e. hydroperoxy-, keto- and hydroxy-dienes, were studied in samples of fatty acid methyl esters (FAMEs) derived from high-linoleic (HL) and high-oleic (HO) sunflower oils. In the range of temperatures studied, the formation of hydroperoxydienes showed monomolecular and bimolecular rate constants that ranged from 2 10-4 to 2 10-2 mol1/2mol-1/2h-1 and from 0.02 to 0.9 h-1, respectively. The overall activation energies involved were similar for both samples and for the monomolecular and bimolecular periods (61-68 kJ/mol). The relative oxidation of methyl linoleate, which depended on the fatty acid composition of the FAME sample, was unaffected by temperature. At the three temperatures assayed, hydroperoxydienes constituted approximately 90 and 50% of total hydroperoxides in the HL and HO samples, respectively. Formation of keto- and hydroxy-dienes was influenced by temperature in a similar way to hydroperoxydienes and, consequently, changes in the distribution of compounds were not observed. The addition of alpha-tocopherol not only decreased the overall oxidation rate, but also affected the distribution of compounds. The content of hydroperoxydienes relative to that of total hydroperoxides was not affected by the presence of the antioxidant in the HL sample, whereas a significant increase (75%) was found in the HO sample compared with the control (50%). The addition of alpha-tocopherol in both samples also resulted in a slight increase of keto- and hydroxy-dienes in relation to hydroperoxydienes.
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American Oil Chemists' Society
2012
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dig-ictan-es-10261-529362021-04-22T14:36:54Z Formation of Hydroperoxy-, Keto- and Hydroxy-Dienes in FAME from Oils: Influence of Temperature and Addition of α-Tocopherol Morales, Arturo Marmesat, Susana Dobarganes, M. Carmen Márquez Ruiz, Gloria Velasco, Joaquín The influence of temperature (40, 60 and 80ºC) and addition of ¿-tocopherol (0, 500 mg/kg) on the formation and distribution of the main oxidation products of linoleic acid, i.e. hydroperoxy-, keto- and hydroxy-dienes, were studied in samples of fatty acid methyl esters (FAMEs) derived from high-linoleic (HL) and high-oleic (HO) sunflower oils. In the range of temperatures studied, the formation of hydroperoxydienes showed monomolecular and bimolecular rate constants that ranged from 2 10-4 to 2 10-2 mol1/2mol-1/2h-1 and from 0.02 to 0.9 h-1, respectively. The overall activation energies involved were similar for both samples and for the monomolecular and bimolecular periods (61-68 kJ/mol). The relative oxidation of methyl linoleate, which depended on the fatty acid composition of the FAME sample, was unaffected by temperature. At the three temperatures assayed, hydroperoxydienes constituted approximately 90 and 50% of total hydroperoxides in the HL and HO samples, respectively. Formation of keto- and hydroxy-dienes was influenced by temperature in a similar way to hydroperoxydienes and, consequently, changes in the distribution of compounds were not observed. The addition of alpha-tocopherol not only decreased the overall oxidation rate, but also affected the distribution of compounds. The content of hydroperoxydienes relative to that of total hydroperoxides was not affected by the presence of the antioxidant in the HL sample, whereas a significant increase (75%) was found in the HO sample compared with the control (50%). The addition of alpha-tocopherol in both samples also resulted in a slight increase of keto- and hydroxy-dienes in relation to hydroperoxydienes. This work was funded by the “Junta de Andalucía” through Project P09-AGR-4622 and by the “Ministerio de Ciencia e Innovación” through Project AGL 2010-18307. Peer Reviewed 2012-07-06T13:13:08Z 2012-07-06T13:13:08Z 2012 2012-07-06T13:13:08Z artículo http://purl.org/coar/resource_type/c_6501 doi: 10.1007/s11746-011-1961-2 issn: 0003-021X e-issn: 1558-9331 Journal of the American Oil Chemists' Society 89(4): 675-684 (2012) http://hdl.handle.net/10261/52936 10.1007/s11746-011-1961-2 en none American Oil Chemists' Society |
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The influence of temperature (40, 60 and 80ºC) and addition of ¿-tocopherol (0, 500 mg/kg) on the formation and distribution of the main oxidation products of linoleic acid, i.e. hydroperoxy-, keto- and hydroxy-dienes, were studied in samples of fatty acid methyl esters (FAMEs) derived from high-linoleic (HL) and high-oleic (HO) sunflower oils. In the range of temperatures studied, the formation of hydroperoxydienes showed monomolecular and bimolecular rate constants that ranged from 2 10-4 to 2 10-2 mol1/2mol-1/2h-1 and from 0.02 to 0.9 h-1, respectively. The overall activation energies involved were similar for both samples and for the monomolecular and bimolecular periods (61-68 kJ/mol). The relative oxidation of methyl linoleate, which depended on the fatty acid composition of the FAME sample, was unaffected by temperature. At the three temperatures assayed, hydroperoxydienes constituted approximately 90 and 50% of total hydroperoxides in the HL and HO samples, respectively. Formation of keto- and hydroxy-dienes was influenced by temperature in a similar way to hydroperoxydienes and, consequently, changes in the distribution of compounds were not observed. The addition of alpha-tocopherol not only decreased the overall oxidation rate, but also affected the distribution of compounds. The content of hydroperoxydienes relative to that of total hydroperoxides was not affected by the presence of the antioxidant in the HL sample, whereas a significant increase (75%) was found in the HO sample compared with the control (50%). The addition of alpha-tocopherol in both samples also resulted in a slight increase of keto- and hydroxy-dienes in relation to hydroperoxydienes. |
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artículo |
author |
Morales, Arturo Marmesat, Susana Dobarganes, M. Carmen Márquez Ruiz, Gloria Velasco, Joaquín |
spellingShingle |
Morales, Arturo Marmesat, Susana Dobarganes, M. Carmen Márquez Ruiz, Gloria Velasco, Joaquín Formation of Hydroperoxy-, Keto- and Hydroxy-Dienes in FAME from Oils: Influence of Temperature and Addition of α-Tocopherol |
author_facet |
Morales, Arturo Marmesat, Susana Dobarganes, M. Carmen Márquez Ruiz, Gloria Velasco, Joaquín |
author_sort |
Morales, Arturo |
title |
Formation of Hydroperoxy-, Keto- and Hydroxy-Dienes in FAME from Oils: Influence of Temperature and Addition of α-Tocopherol |
title_short |
Formation of Hydroperoxy-, Keto- and Hydroxy-Dienes in FAME from Oils: Influence of Temperature and Addition of α-Tocopherol |
title_full |
Formation of Hydroperoxy-, Keto- and Hydroxy-Dienes in FAME from Oils: Influence of Temperature and Addition of α-Tocopherol |
title_fullStr |
Formation of Hydroperoxy-, Keto- and Hydroxy-Dienes in FAME from Oils: Influence of Temperature and Addition of α-Tocopherol |
title_full_unstemmed |
Formation of Hydroperoxy-, Keto- and Hydroxy-Dienes in FAME from Oils: Influence of Temperature and Addition of α-Tocopherol |
title_sort |
formation of hydroperoxy-, keto- and hydroxy-dienes in fame from oils: influence of temperature and addition of α-tocopherol |
publisher |
American Oil Chemists' Society |
publishDate |
2012 |
url |
http://hdl.handle.net/10261/52936 |
work_keys_str_mv |
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