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Food Analytical Methods

, Volume 11, Issue 5, pp 1485–1492 | Cite as

Combination of Gas Chromatography-Mass Spectrometry and Electron Spin Resonance Spectroscopy for Analysis of Oxidative Stability in Soybean Oil During Deep-Frying Process

  • Ying Liu
  • Yuanpeng Wang
  • Peirang Cao
  • Yuanfa Liu
Article

Abstract

Lipid oxidation of edible oil during frying process is a complex process and involves free radical chain reactions. Soybean oil with high amount of unsaturated fatty acids was used to investigate the impact of frying time on oxidative stability of oil. Electron spin resonance (ESR) spectroscopy technique was applied to identify and quantify the formed radicals, along with the assessment of physicochemical parameters including peroxide value, oxidative stability, fatty acid composition, and volatile profile. Results showed that the amount of formed free radicals determined by ESR in frying oil increased with the prolongation of frying time. The availability of this method was compared with physicochemical properties and the well correlation coefficients were obtained. Besides, main volatile aldehyde compounds produced by β-scission homolytic cleavage of peroxide group in frying oil during thermal oxidation were derived from oxidation of oleic and linoleic acid.

Keywords

Soybean oil Frying Lipid oxidation Gas chromatography-mass spectrometry Electron spin resonance 

Notes

Funding

This work was funded by the Natural Science Foundation of China (31671786), the Research Fund of National 13th Five-Year Plan of China (2016YFD0401404), the Northern Jiangsu Province Science and Technology Projects (BN2016137), and the Fundamental Research Funds for the Central Universities (JUSRP51501).

Compliance with Ethical Standards

Conflict of Interest

Ying Liu declares that she has no conflict of interest. Yuanpeng Wang declares that he has no conflict of interest. Peirang Cao declares that he has no conflict of interest. Yuanfa Liu declares that he has no conflict of interest.

Ethical Approval

This article does not contain any studies with human participants or animals performed by any of the authors.

Informed Consent

Not applicable.

References

  1. AOCS (2003) Official method Cd 8b-90. Sampling and analysis of commercial fats and oils: peroxide value, acetic acid-isooctane method. American oil chemists’ society, Champaign-UrbanaGoogle Scholar
  2. Castejón D, Herrera A, Heras Á, Cambero I, Mateosaparicio I (2017) Oil quality control of culinary oils subjected to deep-fat frying based on NMR and EPR spectroscopy. Food Anal Methods 10(7):2467–2480.  https://doi.org/10.1007/s12161-016-0778-x CrossRefGoogle Scholar
  3. Chen H, Cao P, Li B, Sun D, Wang Y, Li J, Liu Y (2017) Effect of water content on thermal oxidation of oleic acid investigated by combination of EPR spectroscopy and SPME-GC-MS/MS. Food Chem 221:1434–1441.  https://doi.org/10.1016/j.foodchem.2016.11.008 CrossRefGoogle Scholar
  4. Esposto S, Taticchi A, Di Maio I, Urbani S, Veneziani G, Selvaggini R, Sordini M, Servili M (2015) Effect of an olive phenolic extract on the quality of vegetable oils during frying. Food Chem 176:184–192.  https://doi.org/10.1016/j.foodchem.2014.12.036 CrossRefGoogle Scholar
  5. Feldstein AE, Lopez R, Tamimi TAR, Yerian L, Chung YM, Berk M, Zhang R, McIntyre TM, Hazen SL (2010) Mass spectrometric profiling of oxidized lipid products in human nonalcoholic fatty liver disease and nonalcoholic steatohepatitis. J Lipid Res 51(10):3046–3054.  https://doi.org/10.1194/jlr.M007096 CrossRefGoogle Scholar
  6. Frankel EN (1998) Lipid oxidation. Prog Lipid Res 19:1–22Google Scholar
  7. Haberzettl P, Hill BG (2013) Oxidized lipids activate autophagy in a JNK-dependent manner by stimulating the endoplasmic reticulum stress response. Redox Bio 1(1):56–64.  https://doi.org/10.1016/j.redox.2012.10.003 CrossRefGoogle Scholar
  8. Hou JC, Jiang LZ, Zhang CW (2012) Effects of frying on the trans-fatty acid formation in soybean oils. Eur J Lipid Sci Tech 114(3):287–293.  https://doi.org/10.1002/ejlt.201100103 CrossRefGoogle Scholar
  9. Juárez MD, Osawa CC, Acuña ME, Sammán N, Gonçalves LAG (2011) Degradation in soybean oil, sunflower oil and partially hydrogenated fats after food frying, monitored by conventional and unconventional methods. Food Control 22(12):1920–1927.  https://doi.org/10.1016/j.foodcont.2011.05.004 CrossRefGoogle Scholar
  10. Jung MY, Min DB (1990) Effects of α-, γ-, and δ-tocopherols on oxidative stability of soybean oil. J Food Sci 55(5):1464–1465.  https://doi.org/10.1111/j.1365-2621.1990.tb03960.x CrossRefGoogle Scholar
  11. Kalogeropoulos N, Salta FN, Chiou A, Andrikopoulos NK (2007) Formation and distribution of oxidized fatty acids during deep- and pan-frying of potatoes. Eur J Lipid Sci Tech 109(11):1111–1123.  https://doi.org/10.1002/ejlt.200700007 CrossRefGoogle Scholar
  12. Li J, Cai W, Sun D, Liu Y (2016a) A quick method for determining total polar compounds of frying oils using electric conductivity. Food Anal Method 9(5):1444–1450.  https://doi.org/10.1007/s12161-015-0324-2 CrossRefGoogle Scholar
  13. Li D, Jiang J, Han D, Yu X, Wang K, Zang S, Liu D, Yu A, Zhang Z (2016b) Measurement of antioxidant capacity by electron spin resonance spectroscopy based on copper (II) reduction. Anal Chem 88(7):3885–3890.  https://doi.org/10.1021/acs.analchem.6b00049 CrossRefGoogle Scholar
  14. 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 573–574:453–458CrossRefGoogle Scholar
  15. Porter NA, Caldwell SE, Mills KA (1995) Mechanisms of free radical oxidation of unsaturated lipids. Lipids 30(4):277–290.  https://doi.org/10.1007/BF02536034 CrossRefGoogle Scholar
  16. Qian SY, Wang HP, Schafer FQ, Buettner GR (2000) EPR detection of lipid-derived free radicals from PUFA, LDL, and cell oxidations. Free Radical Bio Med 29(6):568–579.  https://doi.org/10.1016/S0891-5849(00)00407-X CrossRefGoogle Scholar
  17. Raitio R, Orlien V, Skibsted LH (2011) Electron spin resonance spectroscopy for evaluation of early oxidative events in semisolid palm oil. Eur J Lipid Sci Tech 113(2):208–213.  https://doi.org/10.1002/ejlt.201000087 CrossRefGoogle Scholar
  18. Rota C, Barr DP, Martin MV, Guengerich FP, Tomasi A, Mason RP (1997) Detection of free radicals produced from the reaction of cytochrome P-450 with linoleic acid hydroperoxide. Biochem J 328(2):565–571.  https://doi.org/10.1042/bj3280565 CrossRefGoogle Scholar
  19. Santos CSP, Cruz R, Cunha SC, Casal S (2013) Effect of cooking on olive oil quality attributes. Food Res Int 54(2):2016–2024.  https://doi.org/10.1016/j.foodres.2013.04.014 CrossRefGoogle Scholar
  20. Schaich KM, Borg DC (1980) EPR studies in autoxidation. In autoxidation in food and biological systems (pp. 45-70). Springer, USGoogle Scholar
  21. Shahidi F, Zhong Y (2010) Lipid oxidation and improving the oxidative stability. Chem Soc Rev 39(11):4067–4079.  https://doi.org/10.1039/b922183m CrossRefGoogle Scholar
  22. Firestone D (1989) Official methods and recommended practices of the American Oil Chemists’ Society. Official methods and recommended practices of the AOCS. American Oil Chemists’ Society.Google Scholar
  23. Velasco J, 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.  https://doi.org/10.1016/j.foodchem.2003.07.020 CrossRefGoogle Scholar
  24. Yin H, Xu L, Porter NA (2011) Free radical lipid peroxidation: mechanisms and analysis. Chem Rev 111(10):5944–5972.  https://doi.org/10.1021/cr200084z CrossRefGoogle Scholar
  25. Zhang Q, Saleh AS, Chen J, Shen Q (2012) Chemical alterations taken place during deep-fat frying based on certain reaction products: a review. Chem Phys Lipids 165(6):662–681.  https://doi.org/10.1016/j.chemphyslip.2012.07.002 CrossRefGoogle Scholar
  26. Zribi A, Jabeur H, Matthäus B, Bouaziz M (2016) Quality control of refined oils mixed with palm oil during repeated deep-frying using FT-NIRS, GC, HPLC, and multivariate analysis. Eur J Lipid Sci Tech 118(4):512–523.  https://doi.org/10.1002/ejlt.201500149 CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2017

Authors and Affiliations

  • Ying Liu
    • 1
  • Yuanpeng Wang
    • 1
  • Peirang Cao
    • 1
  • Yuanfa Liu
    • 1
  1. 1.State Key Laboratory of Food Science and Technology, School of Food Science and TechnologyJiangnan UniversityWuxiPeople’s Republic of China

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