Food Science of Animal Resources (한국축산식품학회지)

Korean Society for Food Science of Animal Resources (한국축산식품학회)
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Influence of Microwave Pretreatment on the Formation of Heterocyclic Amines in Fried Beef Patties

Microwave를 이용한 예열 처리가 조리한 쇠고기 패티에서의 Heterocyclic Amines 형성에 미치는 영향

  • Jung, Kyung-Hee (Department of Food Science and Technology and Institute of Lotus Functional Food Ingredient, Dongguk University) ;
  • Shin, Han-Seung (Department of Food Science and Technology and Institute of Lotus Functional Food Ingredient, Dongguk University)
  • 정경희 (동국대학교 식품공학과 및 Lotus기능성식품소재연구소) ;
  • 신한승 (동국대학교 식품공학과 및 Lotus기능성식품소재연구소)
  • Published : 2009.12.31
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Abstract

Heterocyclic aromatic amines (HCAs) are potent mutagens and possible human carcinogens that are formed during the heating of protein-rich foods. The effects of preheating treatment of beef patties using a microwave prior to frying at $220^{\circ}C$ for 10 min on each side on the reduction of HCAs (amino-carbolines and amino-imidazo-azaarenes) were evaluated. The amount of HCAs was then evaluated by solid-phase extraction and high pressure liquid chromatography (HPLC) analysis. The beef patties were treated by microwaving for various times (0, 1, 1.5, 2, or 3 min) before pan-frying. The results revealed the presence of 3-amino-1-methyl-5H-pyrido[4,3-b]indole (Trp-P-2), 3-amino-1,4-dimethyl-5H-pyrido-[4,3-b] indole (Trp-P-1), 2-amino-6-methyldipyrido[1,2-a:3',2'-d]imidazole (Glu-P-1), 2-aminodipyrido[1,2-a:3',2'-d]imidazole (Glu-P-2), 9H-pyrido[3,4-b]indole (Norharman), 1-methyl-9H-pyrido[3,4-b]indole (Harman), 2-amino-9H-pyrido[2,3-b] indole ($A{\alpha}C$), 2-amino-3,8 dimethylimidazo[4,5-f]-quinoxaline (MeIQx) and 2-amino-1-methyl-6-phenylimidazo[4,5-b]-pyridine (PhIP) in all samples. However, microwave pretreatment for 1 min inhibited the formation of these HCAs by up to 90% when compared to the control.

헤테로고리 아민은 높은 돌연변이성과 발암 가능성을 가진 물질로, 단백질이 높게 함유된 식품의 가열 중 발생한다. 본 실험에서는 $220^{\circ}C$에서 양면을 10분씩 가열 조리한 쇠고기 패티를 microwave를 이용하여 예열처리를 하였을 때 나타나는 HCAs의 생성량에 대한 영향을 분석하였다. 헤테로고리 화합물의 분석을 위해 전처리 과정에서 solidphase extraction 방법을 이용하였고, LC/MS로 정량과 정성분석을 하였다. 시료에서는 9개의 HCAs(Trp-P-2, Trp-P-1, Glu-P-1, Glu-P-2, Norharman, Harman, $A{\alpha}C$, MeIQx, PhIP)가 검출되었으며 이 중 Norharman, Harman, PhIP가 상대적으로 높은 함량이었다. 1분 동안의 microwave 예열 처리는 검출된 대부분의 HCAs 생성을 무처리 대조군에 비해 90% 이상 감소시켰다. Amino-carbolines류의 HCAs 경우, 1분의 microwave preheating 처리가 가장 효과적이었고 PhIP가 대부분의 함량을 차지하는 amino-imidazoazaarens류는 microwave preheating 시간이 증가할수록 뛰어난 HCAs 감소효과를 나타내었다.

Keywords

References

  1. Ahn, J. and Grun, I. U. (2005a) Heterocyclic amines: 1. Kinetics of formation of polar and nonpolar heterocyclic amines as a function of time and temperature. Food Chem. Toxicol. 70, 173-179 https://doi.org/10.1111/j.1365-2621.2005.tb07079.x
  2. Ahn, J. and Grun, I. U. (2005b) Heterocyclic amines: 2. Inhibitory effects of natural extracts on the formation of polar and nonpolar heterocyclic amines in cooked beef. Food Chem. Toxicol. 70, 263-268 https://doi.org/10.1111/j.1365-2621.2005.tb07171.x
  3. Augustsson, K., Skog, K., Jagerstad, M., and Steineck, G. (1997) Assessment of the human exposure to heterocyclic amines. Carcinogenesis 18, 1931-1935 https://doi.org/10.1093/carcin/18.10.1931
  4. Arvidsson, P., Vanboekel, M. A. J. S., Skog, K., and Jagerstad, M. (1997) Kinetics of formation of polar heterocyclic amines in a meat model system. J. Food Sci. 62, 911-916 https://doi.org/10.1111/j.1365-2621.1997.tb15005.x
  5. Arvidsson, P., Boekel, M. A. J. S. V., Skog, K., Solyakov, A., and Jagerstad, M. (1999) Formation of heterocyclic amines in a meat juice model system. J. Food Sci. 64, 216-221 https://doi.org/10.1111/j.1365-2621.1999.tb15868.x
  6. Augustsson, K., Skog, K., Jagerstad, M., and Steineck, G. (1997) Assessment of the human exposure to heterocyclic amines. Carcinogenesis 18, 1931-1935 https://doi.org/10.1093/carcin/18.10.1931
  7. Bordas, M., Moyano, E., Puignou, L., and Galceran, M. T. (2004) Formation and stability of heterocyclic amines in a meat flavour model system: Effect of temperature, time and precursors. J. Chromatogr. B 802, 11-17 https://doi.org/10.1016/j.jchromb.2003.09.024
  8. Borgen, E., Solyyakov, A., and Skog, K. (2001) Effects of precursor composition and water on the formation of heterocyclic amines in meat model systems. Food Chem. 74, 11-19 https://doi.org/10.1016/S0308-8146(00)00333-2
  9. Busquets, R., Bordas, M., Toribio, F., Puignou, L., Galceran, M. T. (2004) Occurrence of heterocyclic amines in several home-cooked meat dishes of the Spanish diet. J. Chromatogr. B 802, 79-86 https://doi.org/10.1016/j.jchromb.2003.09.033
  10. Busquets, R., Mitjans, D., Puignou, L., and Galceran, M. T. (2008) Quantification of heterocyclic amines from thermally processed meats selected from a small-scale populationbased study. Mol. Nutr. Food Res. 52, 1408-1420 https://doi.org/10.1002/mnfr.200800048
  11. Byrne, C., Sinh, R., Platz, E. A., Giovannucci, E., Colditz, G. A., Hunter, D. J., Speizer, F. E., and Willett, W. C. (1998) Predictors of dietary heterocyclic amine intake in three prospective cohorts. Cancer. Epidem. Biomar. 7, 523-529
  12. Cheng, K. W., Wu, Q., Zheng, Z. P., Peng, X., Simon, J. E., Chen, F., and Wang, M. (2007) Inhibitory effect of fruit extracts on the formation of heterocyclic amines. J. Agric. Food Chem. 55, 10359-10365 https://doi.org/10.1021/jf071820z
  13. Felton, J. S., Fultz, E., Dolbeare, F. A., and Knize, M. G. (1994) Effect of microwave pretreatment on heterocyclic aromatic amine mutagens/carcinogens in fried beef patties. Food Chem. Toxicol. 32, 897-903 https://doi.org/10.1016/0278-6915(94)90087-6
  14. Gross, G. A. and Grüter, A. (1992) Quantitation of mutagenic/carcinogenic heterocyclic amines in food products. J. Chromatogr. 592, 271-278 https://doi.org/10.1016/0021-9673(92)85095-B
  15. Harris, D.C. Quantitative Chemical Analysis. 7th ed. W. H. Freeman and Company, New York, pp. 78-95
  16. Hatch, F. T., Felton, J. S., Stuermer, D. H., and Bjeldanes, L. F. (1984) Identification of mutagens from the cooking of food. Chem. Mutagens 9, 111-164
  17. IARC (1997) Monographs on the evaluation of carcinogenic risks to humans, Vol. 56. Some naturally occurring substances: food items and constituents, heterocyclic aromatic amines and mycotoxins. Lyon, France, pp. 165-242
  18. Messner, C. and Murkovic, M. (2004) Evaluation of a new model system for studying the formation of heterocyclic amines. J. Chromatogr. A 802, 19-26
  19. Murkovic, M. (2004) Chemistry, formation and occurrence of genotoxic heterocyclic aromatic amines in fried products. Eur. J. Lipid Sci. Technol. 106, 777-785 https://doi.org/10.1002/ejlt.200400993
  20. Myung, S. W. (2007) An analytical method of heterocyclic amines by LC/MS. Anal. Sci. Technol. 20, 115-123
  21. Ohgaki, H., Hasegawa, H., Kato, T., Suenaga, M., Ubukata, M., Sato, S., Takayama, S., and Sugimura, T. (1986) Carcinogenicity in mice and rats of heterocyclic amines in cooked foods. Environ. Health Perspect. 67, 129-134 https://doi.org/10.2307/3430327
  22. Salmon, C. P., Knize, M. G., Felton, J. S., Zhao, B., and Seow, A. (2006) Heterocyclic aromatic amines in domestically prepared chicken and fish from singapore chinese households. Food Chem. Toxicol. 44, 484-492 https://doi.org/10.1016/j.fct.2005.08.022
  23. Salmon, C. P., Knize, M. G., Panteleakos, F. N., Wu, R. W., Nelson, D. O., and Felton, J. S. (2000) Minimization of heterocyclic amines and thermal inactivation of Escherichia coli in fried ground beef. J. Natl. Cancer Inst. 92, 1773-1778 https://doi.org/10.1093/jnci/92.21.1773
  24. Shin, H. S., Rodgers W, J., Strasburg G, M., and Gray, J. I. (2002) Reduction of heterocyclic aromatic amine formation and overall mutagenicity in fried ground beef patties by organosulfur compounds. Food Chem. Toxicol. 67, 3304-3308 https://doi.org/10.1111/j.1365-2621.2002.tb09583.x
  25. Shin, H. S. and Ustunol, Z. (2004) Influence of honey-containing marinades on heterocyclic aromatic amine formation and overall mutagenicity in fried beef steak and chicken breast. Food Chem. Toxicol. 69, 147-153 https://doi.org/10.1111/j.1365-2621.2004.tb13350.x
  26. Sinha, R., Rothman, N., Salmon, C. P., Knize, M. G., Brown, E. D., Swanson, C. A., Rhodes, D., Rossi, S., Felton, J. S., and Levander, O. A. (1998) Heterocyclic amine content in beef cooked by different methods to varying degrees of doneness and gravy made from meat drippings. Food Chem. Toxicol. 36, 279-287 https://doi.org/10.1016/S0278-6915(97)00162-2
  27. Skog, K. I., Johansson, M. A. E., and Jägerstad, 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
  28. Skog, K., Solyakov, A., and Jägerstad, M. (2000) Effects of heating conditions and additives on the formation of heterocyclic amines with reference to amino-carbolines in a meat juice model system. Food Chem. 68, 299-308 https://doi.org/10.1016/S0308-8146(99)00195-8
  29. Solyakov, A., Skog, K., and Jagerstad, M. (1999) Heterocyclic amines in process flavours, process flavour ingredients, bouillon concentrates and a pan residue. Food Chem. Toxicol. 37, 1-11 https://doi.org/10.1016/S0278-6915(98)00098-2
  30. Sugimura, T. (1982) Mutagens, carcinogens, and tumor promoters in our daily food. Cancer 49, 1970-1984 https://doi.org/10.1002/1097-0142(19820515)49:10<1970::AID-CNCR2820491005>3.0.CO;2-F
  31. Sugimura, T., Nagao, M., and Wakabayashi, K. (1982) Metabolic aspects of the comutagenic action of norharman. Adv. Exp. Med. Biol. 136b, 1011-1025
  32. Taylor, R. T., Fultz, E., and Knize, M. (1986) Mutagen formation in a model beef supernatant fraction. IV. Properties of the system. Environ. Health Persp. 67, 59-74 https://doi.org/10.2307/3430319
  33. Totsuka, Y., Hada, N., Matsumoto, K., Kawahara, N., Murakami, Y., Yokoyama, Y., Sugimura, T., and Wakabayashi, K. (1998) Structural determination of a mutagenic aminophenylnorharman produced by the co-mutagen norharman with aniline. Carcinogenesis 19, 1995-2000 https://doi.org/10.1093/carcin/19.11.1995
  34. Wakabayashi, K., Totsuka, Y., Fukutome, K., Oguri, A., Ushiyama, H., and Sugimura, T. (1997) Human exposure to mutagenic-carcinogenic heterocyclic amines and comutagenic $\beta$-carbolines. Mutat. Res. 12, 253-259
  35. Zimmerli, B., Rhyn, P., Zoller, O., and Schlatter, J. (2001) Occurrence of heterocyclic aromatic amines in the Swiss diet: analytical method, exposure estimation and risk assessment. Food Addit. Contam. 18, 533-551 https://doi.org/10.1080/02652030110035084
  36. Zochling, S. and Murkovic, M. (2002) Formation of the heterocyclic aromatic amine PhIP: identification of precursors and intermediates. Food Chem. 79, 125-134 https://doi.org/10.1016/S0308-8146(02)00214-5

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