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Determination of Heterocyclic Amines and Acrylamide in Agricultural Products with Liquid Chromatography-Tandem Mass Spectrometry

  • Lee, Kyung-Jun (Korea Research Institute of Analytical Technology) ;
  • Lee, Gae-Ho (Korea Research Institute of Analytical Technology) ;
  • Kim, HaeSol (Department of Chemistry, Yonsei University) ;
  • Oh, Min-Seok (Advanced Analysis Center, Korea Institute of Science and Technology) ;
  • Chu, Seok (Department of Chemistry, Yonsei University) ;
  • Hwang, In Ju (Advanced Analysis Center, Korea Institute of Science and Technology) ;
  • Lee, Jee-yeon (Nutrition Policy & Promotion Team, Korea Health Industry Development Institute) ;
  • Choi, Ari (Nutrition Policy & Promotion Team, Korea Health Industry Development Institute) ;
  • Kim, Cho-il (Bureau of Health Industry Promotion, Korea Health Industry Development Institute) ;
  • Park, Hyun-Mee (Advanced Analysis Center, Korea Institute of Science and Technology)
  • Received : 2015.08.17
  • Accepted : 2015.09.17
  • Published : 2015.09.30

Abstract

Heterocyclic amines (HCAs) and acrylamide are unintended hazardous substances generated by heating or processing of foods and are known as carcinogenic and mutagenic agents by the animal experiments. A simple method was established for a rapid and accurate determination of 12 types of HCAs (IQ, MeIQ, Glu-P-1, Glu-P-2, MeIQx, Trp-P-1, Trp-P-2, PhIP, $A{\alpha}C$, $MeA{\alpha}C$, Harman and Norharman) and acrylamide in three food matrices (non-fat liquid, non-fat solid and fat solid) by isotope dilution liquid chromatography-tandem mass spectrometry (LC-MS/MS). In every sample, a mixture of internal standards including $IQ-d_3$, $MeIQx-d_3$, $PhIP-d_3$, $Trp-P-2-^{13}C_2-^{15}N$ and $MeA{\alpha}C-d_3$ was spiked for quantification of HCAs and $^{13}C_3$-acrylamide was also spiked for the analysis of acrylamide. HCAs and acrylamide in sample were extracted with acetonitrile and water, respectively, and then two solid-phase extraction cartridges, ChemElut: HLB for HCAs and Accucat: HLB for acrylamide, were used for efficiently removing interferences such as pigment, lipid, polar, nonpolar and ionic compounds. Established method was validated in terms of recovery, accuracy, precision, limit of detection, limit of quantitation, and linearity. This method showed good precision (RSD < 20%), accuracy (71.8~119.1%) and recovery (66.0~118.9%). The detection limits were < 3.1 ng/g for all analytes. The correlation coefficients for all the HCAs and acrylamide were > 0.995, showing excellent linearity. These methods for the detection of HCAs and acrylamide by LC-MS/MS were applied to real samples and were successfully used for quantitative monitoring in the total diet study and this can be applied to risk assessment in various food matrices.

Keywords

References

  1. Felton, J.S., Malfatti, M.A., Knize, M.G., Salmon, C.P., Hopmans, E.C. and Wu, R.W. (1997) Health risks of heterocyclic amines. Mutat. Res., 376, 37-41. https://doi.org/10.1016/S0027-5107(97)00023-7
  2. Skog, K.I., Johansson, M.A. and Jagerstad, M.I. (1998) Carcinogenic heterocyclic amines in model systems and cooked foods: a review on formation, occurrence and intake. Food Chem. Toxicol., 36, 879-896. https://doi.org/10.1016/S0278-6915(98)00061-1
  3. Tekkeli, S.E.K., Onal, C. and Onal, A. (2012) A review of current methods for the determination of acrylamide in food product. Food Anal. Methods, 5, 29-39. https://doi.org/10.1007/s12161-011-9277-2
  4. Lee, M.R., Chang, L.Y. and Dou, J. (2007) Determination of acrylamide in food by solid-phase microextraction coupled to gas chromatography-positive chemical ionization tandem mass spectrometry. Anal. Chim. Acta, 582, 19-23. https://doi.org/10.1016/j.aca.2006.08.042
  5. Hoenicke, K., Gatermann, R., Harder, W. and Hartig, L. (2004) Analysis of acrylamide in different foodstuffs using liquid chromatography-tandem mass spectrometry and gas chromatography-tandem mass spectrometry. Anal. Chim. Acta, 520, 207-215. https://doi.org/10.1016/j.aca.2004.03.086
  6. Senyuva, H.Z. and Gokmen, V. (2006) Interference-free determination of acrylamide in potato and cereal-based foods by a laboratory validated liquid chromatography-mass spectrometry method. Food Chem., 97, 539-545. https://doi.org/10.1016/j.foodchem.2005.06.005
  7. Ohgaki, H., Takayama, S. and Sugimura, T. (1991) Carcinogenicities of heterocyclic amines in cooked food. Mutat. Res., 259, 399-410. https://doi.org/10.1016/0165-1218(91)90130-E
  8. International Agency for Research on Cancer (IARC). (1993) IARC Monographs on the evaluation of carcinogenic risk to humans (volume 56). Lyon, France, pp. 165-229.
  9. Rosen, J. and Hellenas, K.E. (2002) Analysis of acrylamide in cooked foods by liquid chromatography tandem mass spectrometry. Analyst, 127, 880-882. https://doi.org/10.1039/b204938d
  10. Chen, Y.H., Xia, E.Q., Xu, X.R., Ling, W.H., Li, S., Wu, S., Deng, G.F., Zou, Z.F., Zhou, J. and Li, H.B. (2012) Evaluation of acrylamide in food from China by a LC/MS/MS method. Int. J. Environ. Res. Public Health, 9, 4150-4158. https://doi.org/10.3390/ijerph9114150
  11. LoPachin, R.M. (2004) The changing view of acrylamide neurotoxicity. Neurotoxicology, 25, 617-630. https://doi.org/10.1016/j.neuro.2004.01.004
  12. Gross, G.A. (1990) Simple method for quantifying mutagenic heterocyclic aromatic amines in food products. Carcinogenesis, 11, 1597-1603. https://doi.org/10.1093/carcin/11.9.1597
  13. Gross, G.A. and Gruter, A. (1992) Quantitation of mutagenic/carcinogenic heterocyclic aromatic amines in food products. J. Chromatogr. A, 592, 271-278. https://doi.org/10.1016/0021-9673(92)85095-B
  14. Polak, T., Andrensek, S., Zlender, B. and Gasperlin, L. (2009) Effects of ageing and low internal temperature of grilling on the formation of heterocyclic amines in beef Longissimusdorsi muscle. Food Sci. Technol., 42, 256-264.
  15. Zhang, Y., Lin, C., Fang, G., Mei, J., Wang, X. and Wang, S. (2012) Tandem solid phase extraction coupled to LC-ESI-MS/ MS for the accurate simultaneous determination of five heterocyclic aromatic amines in processed meat products. Eur. Food Res. Technol., 234, 197-205. https://doi.org/10.1007/s00217-011-1624-4
  16. Sun, L., Zhang, F., Yong, W., Chen, S., Yang, M.L., Ling, Y., Chu, X. and Lin, J.M. (2010) Potential sources of carcinogenic heterocyclic amines in Chinese mutton shashlik. Food Chem., 123, 647-652. https://doi.org/10.1016/j.foodchem.2010.05.019
  17. Stavric, B., Lau, B.P., Matula, T.I., Klassen, R., Lewis, D. and Downie, R.H. (1997) Mutagenic heterocyclic aromatic amines (HAAs) in 'processed food flavour' samples. Food Chem. Toxicol., 35, 185-197. https://doi.org/10.1016/S0278-6915(96)00119-6
  18. Richling, E., Decker, C., Haring, D., Herderich, M. and Schreier, P. (1997) Analysis of heterocyclic aromatic amines in wine by high-performance liquid chromatography-electrospray tandem mass spectrometry. J. Chromatogr. A, 791, 71-77. https://doi.org/10.1016/S0021-9673(97)00842-X
  19. Lan, C.M. and Chen, B.H. (2002) Effects of soy sauce and sugar on the formation of heterocyclic amines in marinated foods. Food Chem. Toxicol., 40, 989-1000. https://doi.org/10.1016/S0278-6915(02)00013-3
  20. Janoszka, B., Blaszczyk, U., Damasiewicz-Bodzek, A. and Sajewicz, M. (2009) Analysis of heterocyclic amines (HAs) in pan-fried pork meat and its gravy by liquid chromatography with diode array detection. Food Chem., 113, 1188-1196. https://doi.org/10.1016/j.foodchem.2008.08.005
  21. Alves, R.C., Soares, C., Casal, S., Fernandes, J.O. and Oliveira, M.B.P.P. (2010) Acrylamide in espresso coffee: influence of species, roast degree and brew length. Food Chem., 119, 929-934. https://doi.org/10.1016/j.foodchem.2009.07.051
  22. Andrzejewski, D., Roach, J.A., Gay, M.L. and Musser, S.M. (2004) Analysis of coffee for the presence of acrylamide by LC-MS/MS. J. Agric. Food Chem., 52, 1996-2002. https://doi.org/10.1021/jf0349634
  23. Richling, E., Kleinschnitz, M. and Schreier, P. (1999) Analysis of heterocyclic aromatic amines by high resolution gas chromatography-mass spectrometry: a suitable technique for the routine control of food and process flavours. Eur. Food Res. Technol., 210, 68-72. https://doi.org/10.1007/s002170050535
  24. US Food and Drug Administration (FDA). (2003) Draft: Detection and quantitation of acrylamide in foods. Available from: http://www.fda.gov/Food/FoodborneIllnessContaminants/ChemicalContaminants.
  25. Pais, P., Moyano, E., Puignou, L. and Galceran, M.T. (1997) Liquid chromatography-electrospray mass spectrometry with in-source fragmentation for the identification and quantification of fourteen mutagenic amines in beef extracts. J. Chromatogr. A, 775, 125-136. https://doi.org/10.1016/S0021-9673(97)00274-4
  26. Roach, J.A., Andrzejewski, D., Gay, M.L., Nortrup, D. and Musser, S.M. (2003) Rugged LC-MS/MS survey analysis for acrylamide in foods. J. Agric. Food Chem., 51, 7547-7554. https://doi.org/10.1021/jf0346354
  27. Lee, S., Yoo, M., Koo, M., Kim, H.J., Kim, M., Park, S.K. and Shin, D. (2013) In-house-validated liquid chromatography-tandem mass spectrometry (LC-MS/MS) method for survey of acrylamide in various processed foods from Korean market. Food Sci. Nutr., 1, 402-407. https://doi.org/10.1002/fsn3.56
  28. Manabe, S., Suzuki, H., Wada, O. and Ueki, A. (1993) Detection of the carcinogen 2-amino-1-methyl-6-phenyl-imidazo[ 4,5-b]pyridine (PhIP) in beer and wine. Carcinogenesis, 14, 899-901. https://doi.org/10.1093/carcin/14.5.899
  29. Herraiz, T. (2004) Relative exposure to $\beta$-carbolinesnorharman and harman from foods and tobacco smoke. Food Addit. Contam., 21, 1041-1050. https://doi.org/10.1080/02652030400019844

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