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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Main Authors: Morales, Arturo, Marmesat, Susana, Dobarganes, M. Carmen, Márquez Ruiz, Gloria, Velasco, Joaquín
Format: artículo biblioteca
Language:English
Published: American Oil Chemists' Society 2012
Online Access:http://hdl.handle.net/10261/52936
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spelling 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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libraryname Biblioteca del ICTAN España
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description 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.
format 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
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