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Formation of the Comutagenic Beta-Carboline Norharman in a Simple Tryptophan-Containing Model System at Low Temperature (40°C-80°C)

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Tryptophan, Serotonin, and Melatonin

Part of the book series: Advances in Experimental Medicine and Biology ((AEMB,volume 467))

Abstract

The formation of the comutagenic tryptophan derivate norharman in heat-processed food is a well known phenomenon. As a first step to investigate the possible formation of norharman during food storage particularly in regard to fortified food we developed a model system and studied the non-enzymatic formation of the comutagen at temperatures below 100°C. With standard conditions (4h, 80°C) iron and copper (Fe2+/Cu2+) was required for the formation of norharman. Addition of glucose to the reaction mixture increased the norharman formation and a plateau was reached with 400 μM tryptophan. Decreasing the reaction temperature to 40°C led to a significant formation of norharman after 72 hours of incubation indicating that the formation of norharman can take place at temperatures that are close to ranges occurring during food storage.

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References

  • Adachi, J., Mizoi, Y., Naito, T., Yamamoto, K., Fujiwara, S., and Ninomiya, I., 1991, Determination of β-carbolines in foodstuffs by high-performance liquid chromatography and high-performance liquid chromatography-mass spectrometry, J. Chromatogr. 538:331–339.

    Article  PubMed  CAS  Google Scholar 

  • Gross, G.A. and Grüter, A., 1992, Quantitation of mutagenic/carcinogenic heterocyclic aromatic amines in food products, J. Chromatogr. 592:271–278.

    Article  PubMed  CAS  Google Scholar 

  • Nagao, M., Yahagi, T., and Sugimura, T., 1978, Differences in effects of norharman with various classes of chemical mutagens and amounts of S-9, Biochem. Biophys. Res. Commun. 83:373–378.

    Article  PubMed  CAS  Google Scholar 

  • Rommelspacher, H., Schmidt, L.G., and May, T., 1991, Plasma norharman (β-carboline) levels are elevated in chronic alcoholics, Alcohol. Clin. Exp. Res. 15:553–559.

    Article  PubMed  CAS  Google Scholar 

  • Skog, K., Solyakov, A., Arvidsson, P., and Jägerstad, M., 1998, Analysis of nonpolar hetero-cyclic amines in cooked foods and meat extracts using gas chromatography-mass spectrometry, J. Chromatogr. A 803:227–233.

    Article  PubMed  CAS  Google Scholar 

  • Wakabayashi, K., Totsuka, Y., Fukutome, K., Oguri, A., Ushiyama, H., and Sugimura, T., 1997, Human exposure to mutagenic / carcinogenic heterocyclic amines and comutagenic β-carbolines, Mutat. Res. 37:253–259.

    Google Scholar 

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© 1999 Springer Science+Business Media New York

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Ziegenhagen, R., Boczek, P., Viell, B. (1999). Formation of the Comutagenic Beta-Carboline Norharman in a Simple Tryptophan-Containing Model System at Low Temperature (40°C-80°C). In: Huether, G., Kochen, W., Simat, T.J., Steinhart, H. (eds) Tryptophan, Serotonin, and Melatonin. Advances in Experimental Medicine and Biology, vol 467. Springer, Boston, MA. https://doi.org/10.1007/978-1-4615-4709-9_89

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  • DOI: https://doi.org/10.1007/978-1-4615-4709-9_89

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4613-7133-5

  • Online ISBN: 978-1-4615-4709-9

  • eBook Packages: Springer Book Archive

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