Abstract
In this paper, a sensitive accurate method for the determination of heterocyclic aromatic amines (HAAs) in cigarette smoke has been developed and validated using solid-phase extraction coupled with liquid chromatography–tandem mass spectrometry. A calibration curve was obtained with representative cigarette smoke using the standard addition method to compensate for matrix effects because the smoke of different cigarettes shows similar matrix effects. With this method, the accuracy of the method can be improved using a common analog of HAAs, which will greatly reduce the expense of using an isotope-labeled internal standard. Validation results showed that the method has high sensitivity (quantification limits of 0.08–0.56 ng cig−1), good reproducibility (RSD 6.37–9.31 %) and satisfactory recoveries (81.0–111 %). With this method, the emissions of HAAs in 30 commercial cigarette samples were analyzed and compared.
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Fei XQ, Li C, Yu XD, Chen HY (2007) Determination of heterocyclic amines by capillary electrophoresis with UV–DAD detection using on-line preconcentration. J Chromatogr B 854:224–229
Mardones C, Arce L, Ríos A, Valcárcel M (1998) Determination of heterocyclic aromatic amines in fried beefsteak, meat extract, and fish by capillary zone electrophoresis. Chromatographia 48:700–706
Ristic A, Cichna M, Sontag G (2004) Determination of less polar heterocyclic aromatic amines in standardised beef extracts and cooked meat consumed in Austria by liquid chromatography and fluorescence detection. J Chromatogr B 802:87–94
Thiebaud H, Knize MG, Kuzmicky PA, Hsieh DP, Felton JS (1995) Airborne mutagens produced by frying beef, pork and a soy-based food. Food Chem Toxicol 33:821–828
Manabe S, Kurihara N, Wada O, Izumikawa S, Asakuno K, Morita M (1993) Detection of a carcinogen, 2-amino-1-methyl-6-phenylimidazo [4,5-b]pyridine, in airborne particles and diesel-exhaust particles. Environ Pollut 80:281–286
Manabe S, Wada O, Morita M, Izumikawa S, Asakuno K, Suzuki H (1992) Occurrence of carcinogenic amino-α-carbolines in some environmental samples. Environ Pollut 75:301–305
Sasaki TA, Wilkins JM, Forehand JB, Moldoveanu SC (2001) Analysis of heterocyclic amines in mainstream cigarette smoke using a new NCI GC–MS technique. Anal Lett 34:1749–1761
Kataoka H, Kijima K, Bull Maruo G (1998) Determination of mutagenic heterocyclic amines in combustion smoke samples. Environ Contam Toxicol 60:60–67
Zhang LQ, Ashley DL, Watson CH (2011) Quantitative analysis of six heterocyclic aromatic amines in mainstream cigarette smoke condensate using isotope dilution liquid chromatography–electrospray ionization tandem mass spectrometry. Nicotine Tob Res 13:120–126
Liu SY, Taylor LT, Borgerding MF, Coleman WM, Bombick BR (2013) Trace analysis of mutagenic heterocyclic aromatic amines in cigarette smoke condensate and its base fractions via silylation–GC–MS. Beitr Tabakforsch Int 25:550–561
Kataoka H, Hayatsu T, Hietsch G, Steinkellner H, Nishioka S, Narimatsu S, Knasmüller S, Hayatsu H (2000) Identification of mutagenic heterocyclic amines (IQ, Trp-P-1 and AaC) in the water of the Danube River. Mutat Res 466:27–35
Ohe T (1997) Quantification of mutagenic/carcinogenic heterocyclic amines, MeIQx, Trp-P-1, Trp-P-2 and PhIP, contributing highly to genotoxicity of river water. Mutat Res 393:73–79
Felton JS, Knize MG, Salmon CP, Malfatti MA, Kulp KS (2002) Human exposure to heterocyclic amine food mutagens/carcinogens: relevance to breast cancer. Environ Mol Mutagen 39:112–118
Roberts KG, Green B, Fares M, Ambrosone CB, Kadlubar FF (2002) Carcinogen-DNA adducts in human breast epithelial cells. Environ Mol Mutagen 39:184–192
Totsuka Y, Enya TT, Nishigaki R, Sugimura T, Wakabayashi KJ (2004) Mutagens formed from β-carbolines with aromatic amines. J Chromatogr B 802:135–141
Manabe S, Tohyama K, Wada O, Aramaki T (1991) Detection of a carcinogen 2-amino-1-methyl-6-phenyl-1H-imidazo[4,5-b]pyridine (PHIP) in cigarette smoke condensate. Carcinogenesis 12:1945–1947
Manabe S, Wada O, Kanai Y (1990) Simultaneous determination of amino-α-carbolines and amino-γ-carbolines in cigarette smoke condensate by high-performance liquid chromatography. J Chromatogr 529:125–133
Smith CJ, Qian XL, Zha QM, Moldoveanu SC (2004) Analysis of α- and β-carbolines in mainstream smoke of reference cigarettes by gas chromatography–mass spectrometry. J Chromatogr A 1046:211–216
Barceló-Barrachina E, Moyano E, Puignou L, Galceran MT (2004) Evaluation of different liquid chromatography–electrospray mass spectrometry systems for the analysis of heterocyclic amines. J Chromatogr A 1023:67–78
Barceló-Barrachina E, Moyano E, Galceran MT, Lliberia JL, Bagó B, Cortes MA (2006) Ultra-performance liquid chromatography–tandem mass spectrometry for the analysis of heterocyclic amines in food. J Chromatogr A 1125:195–203
Khan MR, Busquets R, Santos FJ, Puignou L (2008) New method for the analysis of heterocyclic amines in meat extracts using pressurised liquid extraction and liquid chromatography–tandem mass spectrometry. J Chromatogr A 1194:155–160
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 883:89–102
Eeckhaut AV, Lanckmans K, Sarre S, Smolders I, Michotte Y (2009) Validation of bioanalytical LC–MS/MS assays: evaluation of matrix effects. J Chromatogr B 877:2198–2207
Chambers E, Wagrowski-Diehl DM, Lu ZL, Mazzeo JR (2007) Systematic and comprehensive strategy for reducing matrix effects in LC/MS/MS analyses. J Chromatogr B 852:22–34
Van Der Steene J, Lambert W (2008) Comparison of matrix effects in HPLC–MS/MS and UPLC–MS/MS analysis of nine basic pharmaceuticals in surface waters. J Am Soc Mass Spectrom 19:713–718
Matuszewski BK, Constanzer ML, Chavez-Eng CM (2003) Strategies for the assessment of matrix effect in quantitative bioanalytical methods based on HPLC–MS/MS. Anal Chem 75:3019–3030
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The financial support from the National Natural Science Foundation of China (No. 21005087) and the National Science and Technology Support Program of China (2012BAK01B03) is gratefully acknowledged.
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Zhao, G., Wang, S., Fu, Y. et al. Analysis of the Heterocyclic Aromatic Amines in Cigarette Smoke by Liquid Chromatography–Tandem Mass Spectrometry. Chromatographia 77, 813–820 (2014). https://doi.org/10.1007/s10337-014-2687-8
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DOI: https://doi.org/10.1007/s10337-014-2687-8