DOI: 10.11118/978-80-7509-996-9-0200
UNIKÁTNÍ DERIVÁTY TOKOFEROLU UNIQUE / TOCOPHEROL DERIVATIVES
- František Kreps1, Zuzana Krepsová1
- 1 Ústav potravinárstva a výživy, Fakulta chemickej a potravinárskej technológie, Slovenská technická univerzita v Bratislave, Radlinského 9, 812 37 Bratislava, Slovensko
In this work, we focused on the formation of tocopherol esters with fatty acids during high-temperature food processing. Much more attention is currently being paid to the formation of tocopheryl quinones and other oxidation products of tocopherols. Esters of tocopherols are thus far little-researched products of the reaction of tocopherols with fatty acids. With the help of model experiments, we proved that during laboratory deodorization, but also during the culinary treatment of oils, esters of tocopherols with fatty acids are formed. Their content in deodorized oil is directly proportionally dependent on the content of tocopherols, free fatty acids and the time of deodorization. We found that every commercially available deodorized oil (refined) contains 3–12 mg/kg of tocopherol esters. For the human body, they represent a source of tocopherols, antioxidants whose hydroxyl group was protected from oxidation by a fatty acid.
Keywords: tocopherols, tocopherol esters, deodorization, frying
pages: 200-206, online: 2024
References
- Akoh, C. C. (2017): Food lipids: chemistry, nutrition, and biotechnology, CRC press. ISBN: 0824707494
- Barrera-Arellano, D., Ruiz-Méndez, V., Velasco, J., Márquez-Ruiz, G., Dobarganes, C. (2002): Loss of tocopherols and formation of degradation compounds at frying temperatures in oils differing in degree of unsaturation and natural antioxidant content. Journal of the Science of Food and Agriculture, 82(14), 1696-1702.
Go to original source... - Fišnar, J., Doležal, M., Réblová, Z. (2014): Tocopherol losses during pan-frying. European Journal of Lipid Science and Technology, 116(12), 1694-1700.
Go to original source... - Hamman, F., Shahidi, F. (2006): Acidolysis reactions lead to esterification of endogenous tocopherols and compromised oxidative stability of modified oils, Journal of Agricultural and Food Chemistry, vol. 54, p. 7319-7323.
Go to original source... - Klink, G., Buchs, A., Gulacar, F. O. (1994): Tocopheryl esters from Nymphea alba and Nuphar luteum, Phytochem, vol. 36, p. 813-814.
Go to original source... - Kreps, F., Kyselka, J., Burčová, Z., Schmidt, Š., Filip, V., Dubaj, T., Gajdoš, P., Čertík. M. (2016): Synthesis and analysis of tocopheryl quinone and tocopherol esters with fatty acids in heated sunflower oil, European Journal of Lipid Science and Technology, ISSN: 1438-2377, vol. 118, no. 5, p. 788-802.
Go to original source... - Kreps, F., Kyselka, J., Burčová, Z., Schmidt, Š., Rajchl, A., Filip, V., Ház, A., Jablonský, M., Sládková. A., Šurina, I. (2017): Influence of deodorization temperature on formation of tocopherol esters and fatty acids polymers in vegetable oil, European Journal of Lipid Science and Technology, ISSN: 1438-7697, vol. 119, no. 3, Article number: 1600027, DOI: 10.1002/ejlt.201600027.
Go to original source... - Kreps, F., Schmidt, Š. (2015): Vplyv ohrevu rastlinných olejov na degradáciu tokoferolov a vznik tokoferylov mastných kyselín. Dizertačná práca. FCHPT-STU, 2015.
- Kreps, F., Vrbiková, L., Schmidt, Š., Tmáková, L., Hlásniková, J., Sekretár, S. (2014): Vplyv laboratórnej dezodorizácie na obsah tokoferolov slnečnicového oleja. In 52. Mezinárodní konference o olejích a tucích, Humpolec, ČR, 14. - 16.5.2014: Zborník prednášok. Praha: Česká společnost chemická, Odborná skupina prtuky, detergenty a kosmetickou chemii, s. 68-72. ISBN 978-80-86238-67-8.
- Murkovic, M., Wiltschko, D., Pfannhauser, W. (1997): Formation of α-tocopherolquinone and α-tocopherolquinone epoxides in plant oil, Lipid, vol. 99, p. 165-169.
Go to original source... - Pereira, A. S., Siqueira, D. S., Elias, V. O., Simoneit, B. R., Cabral, J. A., Neto, F. R. A. (2002): Three series of high molecular weight alkanoates found in Amazonian plants. Phytochemistry, 61(6), p. 711-719.
Go to original source... - Rennick, K. A., Warner, K. (2006): Effect of elevated temperature on development of tocopherolquinones in oils. Journal of Agricultural and Food Chemistry, 54(6), p. 2188-2192.
Go to original source... - Schmidt, Š. (2011): Antioxidanty a oxidačné zmeny tukov v potravinách, monografia, 1. vyd. - 1. dotlač. STU, Bratislava, 2011, ISBN 978-80-227-3491-2.
- Tasan, M., Demirici, M. (2005): Total and individual tocopherol contents of sunflower oil at different steps of refining, European Food Research and Technology, 2005, vol. 220 p. 251-254
Go to original source... - Velíšek, J., Hajšlová, J. (2009): Chemie potravin. 1 zväzok, 3. vyd. Ossis, Tábor, ISBN 978-80-86659-15-2.
- Verhé, R., Verleyen, T., Hoed, V. V., Greyt, W. D. (2006): Influence of refining of vegetable oils on minor components. Journal of Oil Palm Research, p. 168-179.
- Verleyen, T., Kamal-Eldin, A., Mozuraityte, R., Verhé, R., Dewettinck, K., Huyghebaert, A., De Greyt, W. (2002): Oxidation at elevated temperatures: competition between α-tocopherol and unsaturated triacylglycerols. European Journal of Lipid Science and Technology, 104(4), p. 228-233.
Go to original source... - Zou, l., Akoh, C. C. (2013): Identification of tocopherols, tocotrienols, and their fatty acid esters in residues and distillates of structured lipids purified by short-path Didistillation, Journal of Agricultural and Food Chemistry, vol. 6, p. 238-246.
Go to original source...

