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Methodical approach for determination of the heterocyclic aromatic amines in meat products using HPLC–MS/MS

https://doi.org/10.21323/2414-438X-2021-6-2-118-127

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Abstract

Heterocyclic aromatic amines (HAA) are formed in foods of animal origin during the Maillard reaction due to the high creatine and creatinine contents. HAA have carcinogenic and mutagenic effects. HAA content is not standardized in the Russian Federation and the Customs Union territory. However, in the EU countries, comprehensive monitoring studies are carried out on the HAA contents and effect on the human body. Due to constant expansion of the list of controlled contaminants in food products, analytical laboratories need to develop methods for determining HAA in food items. As a result of the research, a method for HAA determination was developed using high-performance liquid chromatography with mass spectrometry in the mode of specified reaction monitoring. Comparative tests of the two methods for sample preparation were carried out. The advantages and disadvantages of sample preparation approaches were substantiated. The existing SPE conditions were optimized, which made it possible to concentrate trace amounts of MeIQx and PhIP and to dispose of substances suppressing analyte ionization. The estimation of method accuracy and specificity was carried out. The degree of ionization suppression by the matrix for MeIQx and PhIP analytes was determined. The degree of HAA extraction was empirically established. For biological samples of animal origin, it was up to 90.9% for MeIQx and up to 89.4% for PhIP. It is shown that, in accordance with the developed methodology, HAA may be determined with an accuracy of 96.15 to 98.4% at the levels of 5 to 20 ng/g. The limit of quantification of the target substances was 3 ng/g.

About the Authors

D. A. Utyanov
V.M. Gorbatov Federal Research Center for Food Systems of Russian Academy of Sciences
Russian Federation

Dmitry A. Utyanov — candidate of technical sciences, research scientist, Laboratory of scientifically-methodical works and control-analytical researches

26, Talalikhina, 109316, Moscow
Tel.: +7–495–676–79–61



A. V. Kulikovskii
V.M. Gorbatov Federal Research Center for Food Systems of Russian Academy of Sciences
Russian Federation

Andrey V. Kulikovskii — candidate of technical sciences, a head chromatography laboratory, leading research scientist, Laboratory «Scientific and methodical work, biological and analytical research»

26, Talalikhina, 109316, Moscow

Tel.: +-495–676–60–11



A. S. Knyazeva
V.M. Gorbatov Federal Research Center for Food Systems of Russian Academy of Sciences
Russian Federation

Aleksandra S. Knyazeva — junior researcher, Laboratory “Scientific and methodical work, biological and analytical research”

26, Talalikhina, 109316, Moscow

Tel.: +7–495–676–79–61




A. A. Kurzova
V.M. Gorbatov Federal Research Center for Food Systems of Russian Academy of Sciences
Russian Federation

Anastasiya A. Kurzova — junior researcher, Laboratory “Scientific and methodical work, biological and analytical research”

26, Talalikhina, 109316, Moscow

Tel.: +7–495–676–79–61



A. N. Ivankin
Mytischi Branch (MB) of Bauman Moscow State Technical University (National Research University)
Russian Federation

Andrew N. Ivankin — doctor of chemical sciences, professor, Head of the Department of Chemistry

1, 1st Institutskayay, 141005, Mytischi, Moscow region

Tel.: +7–498–687–36–00



References

1. Zamora, R., Hidalgo, F.J. (2020). Formation of heterocyclic aromatic amines with the structure of aminoimidazoazarenes in food products. Food Chemistry,313, Article 126128 https://doi.org/10.1016/j.foodchem.2019.126128

2. Utyanov, D.A., Kulikovskii, A.V., Vostrikova, N.L., Kuznetsova, O.A. (2019). Products of chemical reactions that occur during high-temperature heat treatment of the meat products. Theory and practice of meat processing,4(4), 17–22. https://doi.org/10.21323/2414–438X-2019–4–4–17–22

3. Meurillon, M., Erwan, E. (2016). Mitigation strategies to reduce the impact of heterocyclic aromatic amines in proteinaceous foods. Trends in Food Science & Technology, 50, 70–84. https://doi.org/10.1016/j.tifs.2016.01.007

4. Dashwood, R. H. (2002). Modulation of heterocyclic amine-induced mutagenicity and carcinogenicity: An ‘A-to-Z’ guide to chemopreventive agents, promoters, and transgenic models. Mutation Research — Reviews in Mutation Research,511(2), 89–112. https://doi.org/10.1016/S1383–5742(02)00005–4

5. Pezdirc, M., Žegura, B., Filipič, M. (2013). Genotoxicity and induction of DNA damage responsive genes by food-borne heterocyclic aromatic amines in human hepatoma HepG2 cells. Food and Chemical Toxicology, 59, 386–394. https://doi.org/10.1016/j.fct.2013.06.030

6. Takahashi, M., Furukawa, F., Miyakawa, Y., Sato, H., Hasegawa, R., Hayashi, Y. (1986). 3Amino-1-methyl-5H-pyrido[4,3-b]indole initiates two-stage carcinogenesis in mouse skin but is not a complete carcinogen. Japanese Journal of Cancer Research,77(6), 509–513. https://doi.org/10.20772/cancersci1985.77.6_509

7. Schut, H. A. J., Snyderwine, E. G. (1999). DNA adducts of heterocyclic amine food mutagens: Implications for mutagenesis and carcinogenesis. Carcinogenesis,20(3), 353–368. https://doi.org/10.1093/carcin/20.3.353

8. Butler, L. M., Sinha, R., Millikan, R. C., Martin, C. F., Newman, B., Gammon, M. D. et al. (2003). Heterocyclic amines, meat intake, and association with colon cancer in a population-based study. American Journal of Epidemiology, 157(5), 434–445. https://doi.org/10.1093/aje/kwf221

9. Butler, L. M., Millikan, R. C., Sinha, R., Keku, T. O., Winkel, S., Harlan, B. et al. (2008). Modification by N-acetyltransferase 1 genotype on the association between dietary heterocyclic amines and colon cancer in a multiethnic study. Mutation Research — Fundamental and Molecular Mechanisms of Mutagenesis,638(1–2), 162–174. https://doi.org/10.1016/j.mrfmmm.2007.10.002

10. Feldblyum, I.V., Alyeva, M. Kh., Markovich, N.I. (2016). The association between diet and the probability of colorectal cancer among the population of Perm krai: epidemiological study. Problems of nutrition, 85, 60–67. (In Russian)

11. Wang, B., Li, H., Huang, Zh., Kong, B., Liu, Q., Wang, H. et al. (2021) Dynamic changes in the qualities and heterocyclic aromatic amines of roasted pork induced by frying temperature and time. Meat Science, 176, Article 108457. https://doi.org/10.1016/j.meatsci.2021.108457

12. Alaejos, M.S., Afonso, A.M. (2011). Factors that affect the content of heterocyclic aromatic amines in foods. Comprehensive Reviews Food Science and Food Safety, 10(2), 52–108. https://doi.org/10.1111/j.1541–4337.2010.00141.x

13. Hasnol, N.D.S., Jinap, S., Sanny, M. (2014). Effect of different types of sugars in a marinating formulation on the formation of heterocyclic amines in grilled chicken. Food Chemistry, 145, 514–521. https://doi.org/10.1016/j.foodchem.2013.08.086

14. Gibis, M., Weiss, J. (2012). Antioxidant capacity and inhibitory effect of grape seed and rosemary extract in marinades on the formation of heterocyclic amines in fried beef patties. Chemistry, 134(2), 766–774. https://doi.org/10.1016/j.foodchem.2012.02.179

15. Keşkekoǧlu, H., Üren, A. (2014). Inhibitory effects of pomegranate seed extract on the formation of heterocyclic aromatic amines in beef and chicken meatballs after cooking by four different methods. Meat Science, 96(4), 1446–1451. https://doi.org/10.1016/j.meatsci.2013.12.004

16. Tengilimoglu-Metin, M., Hamzalioglu, A., Gokmen, V., Kizil, M. (2017). Inhibitory effect of hawthorn extract on heterocyclic aromatic amine formation in beef and chicken breast meat. Food Research International, 99, 586–595. https://doi.org/10.1016/j.foodres.2017.06.044

17. Tengilimoglu-Metin, Kizil, M. (2017). Reducing effect of artichoke extract on heterocyclic aromatic amine formation in beef and chicken breast meat. Meat Science,134, 68–75. https://doi.org/10.1016/j.meatsci.2017.07.018

18. Persson, E., Oroszvári, B.K., Tornberg, E., Sjöholm, I., Skog, K. (2008). Heterocyclic amine formation during frying of frozen beefburgers. International Journal of Food Science & Technology,43(1), 62–68. https://doi.org/10.1111/j.1365–2621.2006.01390.x

19. Gunter, F. L., Kuhnle, K., Chen, Q. (2017). Vegetable oil as fat replacer inhibits formation of heterocyclic amines and polycyclic aromatic hydrocarbons in reduced fat pork patties.Food Control, 81, 113–125 https://doi.org/10.1016/j.foodcont.2017.05.043

20. Oz, E. (2021). The presence of polycyclic aromatic hydrocarbons and heterocyclic aromatic amines in barbecued meatballs formulated with different animal fats. Food Chemistry, 352, Article 129378. https://doi.org/10.1016/j.foodchem.2021.129378

21. Sun, F., Tan, H., Li, Y., De Boevre, M., Zhang, H., Zhou, J. et al. (2021). An integrated data-dependent and data-independent acquisition method for hazardous compounds screening in foods using a single UHPLC-Q-orbitrap run. Journal of Hazardous Materials, 401, Article 123266. https://doi.org/10.1016/j.jhazmat.202 0.123266

22. Dong, H., Xian, Y., Li, H., Wu, Y., Bai, W., Zeng, X. (2020). Analysis of heterocyclic aromatic amine profiles in Chinese traditional bacon and sausage based on ultrahigh-performance liquid chromatography–quadrupole-orbitrap high-resolution mass spectrometry (UHPLC–Q-orbitrap-HRMS). Food Chemistry, 310, Article 125937. https://doi.org/10.1016/j.foodchem.2019.125937

23. Shan, S., Ma, Yu., Sun, Ch., Guo, X., Zheng, H., Xu, X. et al. (2021). A novel magnetic solid-phase extraction method for detection of 14 heterocyclic aromatic amines by UPLC–MS/MS in meat products. Food Chemistry, 337, Article 12763. https://doi.org/10.1016/j.foodchem.2020.127630

24. Wu, Yu., Chen, L., Xian, Ya., Hou, X., Liang, M., Dong, H. et al. (2019). Quantitative analysis of fourteen heterocyclic aromatic amines in bakery products by a modified QuEChERS method coupled to ultra-high performance liquid chromatography-tandem mass spectrometry (UHPLC–MS/MS). Food Chemistry, 298, Article 125048. https://doi.org/10.1016/j.foodchem.2019.125048

25. Yan, Y., Zhang, S., Tao, G. -J., You, F. -H., Chen, J., Zeng, M. -M. (2017). Acetonitrile extraction coupled with UHPLC–MS/MS for the accurate quantification of 17 heterocyclic aromatic amines in meat products. Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences, 1068–1069, 173–179. https://doi.org/10.1016/j.jchromb.2017.10.015

26. Khan, M. R., Naushad, M., Alothman, Z. A., Alsohaimi, I. H., Algamdi, M. S. (2015). Solid phase extraction and ultra-performance liquid chromatography-tandem mass spectrometric identification of carcinogenic/mutagenic heterocyclic amines in cooked camel meat. RSC Advances, 5(4), 2479–2485. https://doi.org/10.1039/c4ra13967d


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For citations:


Utyanov D.A., Kulikovskii A.V., Knyazeva A.S., Kurzova A.A., Ivankin A.N. Methodical approach for determination of the heterocyclic aromatic amines in meat products using HPLC–MS/MS. Theory and practice of meat processing. 2021;6(2):118-127. https://doi.org/10.21323/2414-438X-2021-6-2-118-127

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