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Regioisomeric distribution of 9‐ and 13‐hydroperoxy linoleic acid in vegetable oils during storage and heating

BACKGROUND: The oxidative deterioration of vegetable oils is commonly measured by the peroxide value, thereby not considering the contribution of individual lipid hydroperoxide isomers, which might have different bioactive effects. Thus, the formation of 9‐ and 13‐hydroperoxy octadecadienoic acid (9...

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Autores principales: Pignitter, Marc, Zaunschirm, Mathias, Lach, Judith, Unterberger, Laura, Kopic, Antonio, Keßler, Claudia, Kienesberger, Julia, Pischetsrieder, Monika, Eggersdorfer, Manfred, Riegger, Christoph, Somoza, Veronika
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley & Sons, Ltd 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5814864/
https://www.ncbi.nlm.nih.gov/pubmed/29095495
http://dx.doi.org/10.1002/jsfa.8766
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author Pignitter, Marc
Zaunschirm, Mathias
Lach, Judith
Unterberger, Laura
Kopic, Antonio
Keßler, Claudia
Kienesberger, Julia
Pischetsrieder, Monika
Eggersdorfer, Manfred
Riegger, Christoph
Somoza, Veronika
author_facet Pignitter, Marc
Zaunschirm, Mathias
Lach, Judith
Unterberger, Laura
Kopic, Antonio
Keßler, Claudia
Kienesberger, Julia
Pischetsrieder, Monika
Eggersdorfer, Manfred
Riegger, Christoph
Somoza, Veronika
author_sort Pignitter, Marc
collection PubMed
description BACKGROUND: The oxidative deterioration of vegetable oils is commonly measured by the peroxide value, thereby not considering the contribution of individual lipid hydroperoxide isomers, which might have different bioactive effects. Thus, the formation of 9‐ and 13‐hydroperoxy octadecadienoic acid (9‐HpODE and 13‐ HpODE), was quantified after short‐term heating and conditions representative of long‐term domestic storage in samples of linoleic acid, canola, sunflower and soybean oil, by means of stable isotope dilution analysis–liquid chromatography‐mass spectroscopy. RESULTS: Although heating of pure linoleic acid at 180 °C for 30 min led to an almost complete loss of 9‐HpODE and 13‐HpODE, heating of canola, sunflower and soybean oil resulted in the formation of 5.74 ± 3.32, 2.00 ± 1.09, 16.0 ± 2.44 mmol L(–1) 13‐HpODE and 13.8 ± 8.21, 10.0 ± 6.74 and 45.2 ± 6.23 mmol L(–1) 9‐HpODE. An almost equimolar distribution of the 9‐ and 13‐HpODE was obtained during household‐representative storage conditions after 56 days, whereas, under heating conditions, an approximately 2.4‐, 2.8‐ and 5.0‐fold (P ≤ 0.001) higher concentration of 9‐HpODE than 13‐HpODE was detected in canola, soybean and sunflower oil, respectively. CONCLUSION: A temperature‐dependent distribution of HpODE regioisomers could be shown in vegetable oils, suggesting their application as markers of lipid oxidation in oils used for short‐term heating. © 2017 The Authors. Journal of The Science of Food and Agriculture published by John Wiley & Sons Ltd on behalf of Society of Chemical Industry.
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spelling pubmed-58148642018-02-27 Regioisomeric distribution of 9‐ and 13‐hydroperoxy linoleic acid in vegetable oils during storage and heating Pignitter, Marc Zaunschirm, Mathias Lach, Judith Unterberger, Laura Kopic, Antonio Keßler, Claudia Kienesberger, Julia Pischetsrieder, Monika Eggersdorfer, Manfred Riegger, Christoph Somoza, Veronika J Sci Food Agric Research Articles BACKGROUND: The oxidative deterioration of vegetable oils is commonly measured by the peroxide value, thereby not considering the contribution of individual lipid hydroperoxide isomers, which might have different bioactive effects. Thus, the formation of 9‐ and 13‐hydroperoxy octadecadienoic acid (9‐HpODE and 13‐ HpODE), was quantified after short‐term heating and conditions representative of long‐term domestic storage in samples of linoleic acid, canola, sunflower and soybean oil, by means of stable isotope dilution analysis–liquid chromatography‐mass spectroscopy. RESULTS: Although heating of pure linoleic acid at 180 °C for 30 min led to an almost complete loss of 9‐HpODE and 13‐HpODE, heating of canola, sunflower and soybean oil resulted in the formation of 5.74 ± 3.32, 2.00 ± 1.09, 16.0 ± 2.44 mmol L(–1) 13‐HpODE and 13.8 ± 8.21, 10.0 ± 6.74 and 45.2 ± 6.23 mmol L(–1) 9‐HpODE. An almost equimolar distribution of the 9‐ and 13‐HpODE was obtained during household‐representative storage conditions after 56 days, whereas, under heating conditions, an approximately 2.4‐, 2.8‐ and 5.0‐fold (P ≤ 0.001) higher concentration of 9‐HpODE than 13‐HpODE was detected in canola, soybean and sunflower oil, respectively. CONCLUSION: A temperature‐dependent distribution of HpODE regioisomers could be shown in vegetable oils, suggesting their application as markers of lipid oxidation in oils used for short‐term heating. © 2017 The Authors. Journal of The Science of Food and Agriculture published by John Wiley & Sons Ltd on behalf of Society of Chemical Industry. John Wiley & Sons, Ltd 2017-11-27 2018-02 /pmc/articles/PMC5814864/ /pubmed/29095495 http://dx.doi.org/10.1002/jsfa.8766 Text en © 2017 The Authors. Journal of The Science of Food and Agriculture published by John Wiley & Sons Ltd on behalf of Society of Chemical Industry. This is an open access article under the terms of the Creative Commons Attribution (http://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Articles
Pignitter, Marc
Zaunschirm, Mathias
Lach, Judith
Unterberger, Laura
Kopic, Antonio
Keßler, Claudia
Kienesberger, Julia
Pischetsrieder, Monika
Eggersdorfer, Manfred
Riegger, Christoph
Somoza, Veronika
Regioisomeric distribution of 9‐ and 13‐hydroperoxy linoleic acid in vegetable oils during storage and heating
title Regioisomeric distribution of 9‐ and 13‐hydroperoxy linoleic acid in vegetable oils during storage and heating
title_full Regioisomeric distribution of 9‐ and 13‐hydroperoxy linoleic acid in vegetable oils during storage and heating
title_fullStr Regioisomeric distribution of 9‐ and 13‐hydroperoxy linoleic acid in vegetable oils during storage and heating
title_full_unstemmed Regioisomeric distribution of 9‐ and 13‐hydroperoxy linoleic acid in vegetable oils during storage and heating
title_short Regioisomeric distribution of 9‐ and 13‐hydroperoxy linoleic acid in vegetable oils during storage and heating
title_sort regioisomeric distribution of 9‐ and 13‐hydroperoxy linoleic acid in vegetable oils during storage and heating
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5814864/
https://www.ncbi.nlm.nih.gov/pubmed/29095495
http://dx.doi.org/10.1002/jsfa.8766
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