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Determination of non-polar heterocyclic aromatic amines in roasted coffee by SPE-HPLC-FLD

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Abstract

The non-polar heterocyclic aromatic amines (HAAs) are formed as pyrolysis products of amino acids at higher temperatures. Green coffee beans were roasted at 240 °C from 5 to 14.5 min (four levels). Solid-phase extraction coupled to high-performance liquid chromatography with fluorescence detection (HPLC-FLD) was used for identification and quantification of five HAAs (Glu-P 2, Glu-P 1, Phe-P 1, AαC, and MeAαC) in roasted coffee. The excitation and emission wavelength program was optimized for non-polar HAAs. The analytes were eluted with eluent A (76% water, 14% acetonitrile, 8% methanol, and 2% acetic acid; pH = 5) and B (acetonitrile) in gradient mode. The limits of detection for non-polar HAAs were in the range of 0.21–0.51 ng/g, the limits of quantification from 0.38 to 0.93 ng/g with a recovery of 40–56%. From the tested HAAs, only AαC was present in roasted coffee; Glu-P 2, Glu-P 1, Phe-P 1, and MeAαC were not found in any coffee sample.

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References

  • Casal S, Mendes E, Fernandes JO, Oliveira MBPP, Ferreira MA (2004) Analysis of heterocyclic aromatic amines in foods by gas chromatography-mass spectrometry as their tert.-butyldimethylsilyl derivatives. J Chromatogr A 1040(105–114):105. doi:10.1016/j.chroma.2004.03.054

    Article  CAS  Google Scholar 

  • Gross GA, Grüter A (1992) Quantitation of mutagenic/carcinogenic heterocyclic aromatic amines in food products. J Chromatogr 592(1–2):271–278 PMID:1583097

    Article  CAS  Google Scholar 

  • Guy PA, Gremaud E, Richoz J, Turesky RJ (2000) Quantitative analysis of mutagenic heterocyclic aromatic amines in cooked meat using liquid chromatography-atmospheric pressure chemical ionisation tandem mass spectrometry. J Chromatogr A 883(1):89–102. doi:10.1016/S0021-9673(00)00361-7

    Article  CAS  Google Scholar 

  • Herraiz T (2002) Identification and occurrence of the bioactive betacarbolines norharman and harman in coffee brews. Food Addit Contam 19(8):748–754. doi:10.1080/02652030210145892

    Article  CAS  Google Scholar 

  • IARC Monographs of the evolution of carcinogenic risks to humans (1993) Some naturally occurring substances: food items and constituents, heterocyclic aromatic amines and Mycotoxins. Heterocycl Aromat Amines 56:163–244

    Google Scholar 

  • Jägerstad M, Skog K, Arvidsson P, Solyakov A (1998) Chemistry, formation and occurrence of genotoxic heterocyclic amines identified in model systems and cooked foods. Zeitschrift für Lebensmittel Untersuchung und Forschung 207(6):419–427. doi:10.1007/s002170050355

  • Murkovic M (2004) Formation of heterocyclic amines in model systems. J Chromatogr B 802(1):3–10. doi:10.1016/j.jchromb.2003.09.026

    Article  CAS  Google Scholar 

  • Murkovic M, Derler K (2006) Analysis of amino acids and carbohydrates in green coffee. J Biochem Biophys Methods 69(1–2):25–32. doi:10.1016/j.jbbm.2006.02.001

    Article  CAS  Google Scholar 

  • Richling E, Decker C, Haring D, Herderich M, Schreier P (1997) Analysis of heterocyclic aromatic amines in wine by high-performance liquid chromatography-electrospray tandem mass spectrometry. J Chromatogr A 791(1–2):71–77. doi:10.1016/S0021-9673(97)00842-X

    Article  CAS  Google Scholar 

  • Skog K (1993) Cooking procedures and food mutagensa literature review. Food Chem Toxicol 31(9):655–675. doi:10.1016/0278-6915(93)90049-5

    Article  CAS  Google Scholar 

  • Skog KI, Johansson MAE, Jägerstad MI (1998) Carcinogenic heterocyclic amines in model systems and cooked foods: a review on formation, occurrence and intake. Food Chem Toxicol 36(9–10):51–59. doi:10.1016/S0278-6915(98)00061-1

    Google Scholar 

  • Sugimura T (1997) Overview of carcinogenic heterocyclic amines. Mutat Res 376(1–2):211–219. doi:10.1016/S0027-5107(97)00045-6

    Article  CAS  Google Scholar 

  • Szterk A (2013) Chemical state of heterocyclic aromatic amines in grilled beef: evaluation by in vitro digestion model and comparison of alkaline hydrolysis and organic solvent for extraction. Food Chem Toxicol 62:653–660. doi:10.1016/j.fct.2013.09.036

    Article  CAS  Google Scholar 

  • Szterk A, Jesionkowska K (2015) Influence of the cold storage time of raw beef meat and grilling parameters on sensory quality and content of heterocyclic aromatic amines. LWT Food Sci Technol 61(2):299–308. doi:10.1016/j.lwt.2014.12.005

    Article  CAS  Google Scholar 

  • Szterk A, Waszkiewicz-Robak B (2014) Influence of selected quality factors of beef on the profile and the quantity of heterocyclic aromatic amines during processing at high temperature. Meat Sci 96(3):1177–1184. doi:10.1016/j.meatsci.2013.11.019

    Article  CAS  Google Scholar 

  • Szterk A, Roszko M, Cybulski A (2012a) Determination of azaarenes in oils using the LC-APCI-MS/MS technique: new environmental toxicant in food oils. J Sep Sci 35(21):2858–2865. doi:10.1002/jssc.201200570

    Article  CAS  Google Scholar 

  • Szterk A, Roszko M, Małek K, Kurek M, Zbieć M, Waszkiewicz-Robak B (2012b) Profiles and concentrations of heterocyclic aromatic amines formed in beef during various heat treatments depend on the time of ripening and muscle type. Meat Sci 92(4):587–595. doi:10.1016/j.meatsci.2012.06.004

    Article  CAS  Google Scholar 

  • Toribio F, Moyano E, Puignou L, Galceran MT (2000) Determination of heterocyclic aromatic amines in meat extracts by liquid chromatography-ion-trap atmospheric pressure chemical ionization mass spectrometry. J Chromatogr A 869(1,2):307–317. doi:10.1016/S0021-9673(99)01091-2

  • Totsuka Y, Ushiyama H, Ishihara J, Sinha R, Goto S, Sugimura T, Wakabayashi K (1999) Quantification of the co-mutagenic β-carbolines, norharman and harman, in cigarette smoke condensates and cooked foods. Cancer Lett 143(2):139–143. doi:10.1016/S0304-3835(99)00143-3

    Article  CAS  Google Scholar 

  • Wabaidur SM, Lee SH, Alothman ZA, Siddiqui MR, Alam SM (2013) Second derivative synchronous fluorimetric method for simultaneous determination of harman and norharman in coffee samples. Spectrochim Acta Part A Mol Biomol Spectrosc 110:179–184. doi:10.1016/j.saa.2013.03.045

    Article  CAS  Google Scholar 

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Correspondence to Rimantas Venskutonis.

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Karpavičiūtė, D., Murkovic, M., Vinauskienė, R. et al. Determination of non-polar heterocyclic aromatic amines in roasted coffee by SPE-HPLC-FLD. Chem. Pap. 71, 67–70 (2017). https://doi.org/10.1007/s11696-016-0039-x

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  • DOI: https://doi.org/10.1007/s11696-016-0039-x

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