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Evaluating Electron Paramagnetic Resonance (EPR) to Measure Lipid Oxidation Lag Phase for Shelf-Life Determination of Oils

  • Original Paper
  • Published:
Journal of the American Oil Chemists' Society

Abstract

Lipid oxidation is one of the major causes of oil deterioration causing off-flavors and consumer rejection. Fast, easy, and dependable assays for predicting lipid oxidation rates in foods are important for shelf-life prediction. In this study, an electron paramagnetic resonance (EPR) spin-trapping technique with N-tert-butyl-α-phenylnitrone (PBN) was tested to determine the lag phase of lipid oxidation in stripped soybean oil (SSO), SSO with added α-tocopherol, and commercial soybean, canola and corn oils. EPR intensity of spin-trapped products from SSO correlated well with lipid hydroperoxides formation for samples stored at 37 and 55 °C respectively. When the antioxidant α-tocopherol was added, the EPR signal intensity of oil samples increased—indicating sample deterioration—after 50–65% of α-tocopherol was consumed. When using the EPR method with commercial soybean, canola or corn oil stored at 55 °C, there was a poor relationship between EPR intensity and lipid hydroperoxides lag phases. However, a linear correlation was found between EPR signal intensity and hexanal formation. For example, EPR signal intensity lag phases were 5, 13 and 27 days for soybean, canola and corn oils, respectively which was similar to the hexanal lag phases of 5, 13 and 25 days for the same oils. The EPR spin-trapping assay method has several advantages over headspace hexanal measurements, especially with regard to easier sample handling and shorter analysis times.

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References

  1. Damodaran S, Parkin KL (2008) Fennema’s food chemistry, vol 4. CRC Press Boca Raton, FL

    Google Scholar 

  2. Frankel EN (1984) Lipid oxidation: mechanisms, products and biological significance. J Am Oil Chem Soc 61(12):1908–1917

    Article  CAS  Google Scholar 

  3. Chaiyasit W, Elias RJ, McClements DJ, Decker EA (2007) Role of physical structures in bulk oils on lipid oxidation. Crit Rev Food Sci 47(3):299–317

    Article  CAS  Google Scholar 

  4. Kerrihard AL, Pegg RB, Sarkar A, Craft BD (2015) Update on the methods for monitoring UFA oxidation in food products. Eur J Lipid Sci Technol 117(1):1–14

    Article  CAS  Google Scholar 

  5. Roman O, Maillard M-N, Plessis C, Riquet A-M (2010) Electron spin resonance spectroscopy: a promising method for studying lipid oxidation in foods. Lipid Technology 22(4):87–90

    Article  CAS  Google Scholar 

  6. Velasco J, Andersen ML, Skibsted LH (2005) Electron Spin Resonance Spin Trapping for Analysis of Lipid Oxidation in Oils: inhibiting Effect of the Spin Trap α-Phenyl-N-tert-butylnitrone on Lipid Oxidation. J Agr Food Chem 53(5):1328–1336

    Article  CAS  Google Scholar 

  7. Papadimitriou V, Sotiroudis TG, Xenakis A, Sofikiti N, Stavyiannoudaki V, Chaniotakis NA (2006) Oxidative stability and radical scavenging activity of extra virgin olive oils: an electron paramagnetic resonance spectroscopy study. Anal Chim Acta 573–574:453–458

    Article  Google Scholar 

  8. Ricca M, Fodera V, Vetri V, Buscarino G, Montalbano M, Leone M (2012) Oxidation processes in Sicilian olive oils investigated by a combination of optical and EPR spectroscopy. J Food Sci 77(10):C1084–C1089

    Article  CAS  Google Scholar 

  9. Velasco JN, Andersen ML, Skibsted LH (2004) Evaluation of oxidative stability of vegetable oils by monitoring the tendency to radical formation. A comparison of electron spin resonance spectroscopy with the Rancimat method and differential scanning calorimetry. Food Chem 85(4):623–632

    Article  CAS  Google Scholar 

  10. Thomsen M, Kristensen D, Skibsted L (2000) Electron spin resonance spectroscopy for determination of the oxidative stability of food lipids. J Amer Oil Chem Soc 77(7):725–730

    Article  CAS  Google Scholar 

  11. Bruker Corporation (2016) https://www.bruker.com/products/mr/epr/e-scan/beer-analyzer/technical-details.html. Accessed 23 Aug 2016

  12. Cui L, McClements DJ, Decker EA (2015) Impact of phosphatidylethanolamine on the antioxidant activity of α-Tocopherol and Trolox in bulk oil. J Agr Food Chem 63(12):3288–3294

    Article  CAS  Google Scholar 

  13. Association of Official Analytical Chemists (AOAC): Polar components in frying fats. AOAC press, Official Method 982.27, Chapter 41.1.34

  14. Shantha NC, Decker EA (1994) Rapid, sensitive, iron-based spectrophotometric methods for determination of peroxide values of food lipids. J AOAC Int 77(2):421–424

    CAS  Google Scholar 

  15. Chen B, Han A, McClements DJ, Decker EA (2010) Physical structures in soybean oil and their impact on lipid oxidation. J Agric Food Chem 58(22):11993–11999

    Article  CAS  Google Scholar 

  16. O’Keefe S, Pike O (2010) Fat characterization. Food analysis. Springer, New York, pp 239–260

    Chapter  Google Scholar 

  17. Fujino H, Ukai M (2013) Fat and oil oxidation by electron spin resonance (ESR) spin-trapping method. J Food Sci Eng 3(11):584

    CAS  Google Scholar 

  18. Chen B, McClements DJ, Decker EA (2011) Minor components in food oils: a critical review of their roles on lipid oxidation chemistry in bulk oils and emulsions. Crit Rev Food Sci Nutr 51(10):901–916

    Article  CAS  Google Scholar 

  19. Cui L, Decker EA (2015) Phospholipids in foods: prooxidants or antioxidants? J Sci Food Agric 96(1):18–31

    Article  Google Scholar 

  20. Shahidi F, Zhong Y (2010) Lipid oxidation and improving the oxidative stability. Chem Soc Rev 39(11):4067–4079

    Article  CAS  Google Scholar 

  21. Yamamoto K, Niki E (1988) Interaction of α-tocopherol with iron: antioxidant and prooxidant effects of α-tocopherol in the oxidation of lipids in aqueous dispersions in the presence of iron. Biochimica et Biophysica Acta (BBA)—Lipids and Lipid. Metabolism 958(1):19–23

    CAS  Google Scholar 

  22. Naumov VV, Vasil’ev RF (2003) Antioxidant and prooxidant effects of tocopherol. Kinet Catal+ 44(1):101–105

    Article  CAS  Google Scholar 

  23. Jerzykiewicz M, Cwielag-Piasecka I, Jezierski A (2013) Pro- and antioxidative effect of alpha-tocopherol on edible oils, triglycerides and fatty acids. J Am Oil Chem Soc 90(6):803–811

    Article  CAS  Google Scholar 

  24. Akoh CC, Min DB (2008) Food lipids: chemistry, nutrition, and biotechnology. CRC Press, Boca Raton

    Book  Google Scholar 

  25. Evans JC, Kodali DR, Addis PB (2002) Optimal tocopherol concentrations to inhibit soybean oil oxidation. J Amer Oil Chem Soc 79(1):47–51

    Article  CAS  Google Scholar 

  26. Ouchi A, Ishikura M, Konishi K, Nagaoka S, Mukai K (2009) Kinetic study of the prooxidant effect of α-tocopherol. Hydrogen abstraction from lipids by α-tocopheroxyl radical. Lipids 44(10):935

    Article  CAS  Google Scholar 

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Acknowledgements

We would like to thank Bruker BioSpin Corporation for the extended loan of the Biospin e-scan EPR spectrometer which enabled us to conduct this research. This work is partially supported by the National Natural Science Foundation of China (No. 31601546).

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Authors and Affiliations

  1. School of Food Equipment Engineering and Science, Xi’an Jiaotong University, Xi’an, Shaanxi, 710049, China

    Leqi Cui

  2. Department of Chemistry, University of Massachusetts, Amherst, MA, 01003, USA

    Paul M. Lahti

  3. Department of Food Science, University of Massachusetts, Amherst, MA, 01003, USA

    Eric A. Decker

Authors
  1. Leqi Cui
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  2. Paul M. Lahti
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  3. Eric A. Decker
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Correspondence to Leqi Cui.

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Cui, L., Lahti, P.M. & Decker, E.A. Evaluating Electron Paramagnetic Resonance (EPR) to Measure Lipid Oxidation Lag Phase for Shelf-Life Determination of Oils. J Am Oil Chem Soc 94, 89–97 (2017). https://doi.org/10.1007/s11746-016-2927-1

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  • DOI: https://doi.org/10.1007/s11746-016-2927-1

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