Abstract
In this study, an efficient, sensitive, and rapid method based on microwave-assisted extraction coupled with dispersive liquid–liquid microextraction (DLLME) followed by gas chromatography–mass spectrometry for determination and quantification of seven nitrosamines (NAs) in heated meat products (sausage and salami) was developed. At extraction stage, nitrosamines were extracted from sausage and salami samples with 10 mL of a hydrolyzing solvent using microwave at 500 MHz for 1.5 min. Effective parameters on DLLME, such as volumes of extraction and disperser solvents, pH, and salt addition, were optimized using response surface methodology based on central composite design. This technique provided acceptable repeatability in the range of 3.5–5.4 % for spiked samples. The recoveries of NAs were in the range 83.9–109.4 %. Limits of detection and limits of quantification for NAs in the real samples were within the ranges of 0.11–0.48 and 0.41–1.45 ng g−1, respectively. Good linear ranges were obtained for seven NAs in the range of 0.1–200 ng mL−1, with the coefficient (R 2) higher than 0.99. The merit figures, compared with other methods, showed that new proposed method is an accurate, precise, and reliable sample pretreatment method that substantially reduces sample matrix interference and gives very good enrichment factors (126–152).
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Masuda M, Mower HF, Pignatelli B, Celan I, Friesen MD, Nishino H, Ohshima H (2000) Formation of N-nitrosamines and N-nitramines by the reaction of secondary amines with peroxynitrite and other reactive nitrogen species: comparison with nitrotyrosine formation. Chem Res Toxicol 13:301–308
Honikel K-O (2008) The use and control of nitrate and nitrite for the processing of meat products. Meat Sci 78:68–76
Noel P, Briand E, Dumont J (1990) Role of nitrite in flavour development in uncooked cured meat products: sensory assessment. Meat Sci 28:1–8
Thomas C, Mercier F, Tournayre P, Martin J-L, Berdagué J-L (2013) Effect of nitrite on the odourant volatile fraction of cooked ham. Food Chem 139:432–438
Drabik-Markiewicz G, Dejaegher B, De Mey E, Impens S, Kowalska T, Paelinck H, Vander Heyden Y (2010) Evaluation of the influence of proline, hydroxyproline or pyrrolidine in the presence of sodium nitrite on N-nitrosamine formation when heating cured meat. Anal Chim Acta 657:123–130
Radomski J, Greenwald D, Hearn W, Block N, Woods F (1978) Nitrosamine formation in bladder infections and its role in the etiology of bladder cancer. J Urol 120:48–50
IARC (1978) Comprehensive analytical procedures for the determination of volatile and non-volatile, polar and non-polar N-nitroso compounds. IARC scientific publications 3
IARC (1987) The relevance of N-nitroso compounds to human cancer: exposures and mechanisms, IARC, Lyon, pp 503–506
USDA (2004) US code of federal regulations, food safety and inspection service, USDA 2004, Certain other permitted uses, 9 CFR Ch. III (1-1-03 ed)
Yurchenko S, Mölder U (2007) The occurrence of volatile N-nitrosamines in Estonian meat products. Food Chem 100:1713–1721
Sun L, Lee HK (2002) Microwave-assisted extraction behavior of non-polar and polar pollutants in soil with analysis by high-performance liquid chromatography. J Sep Sci 25:67–76
Association of Official Analytical Chemists, N-Nitrosamines (Volatile) in Fried Bacon. Mineral Oil Vacuum Distillation-Thermal Energy Analyzer Method. 1990. No. 982.22. 15th edition
Pensabene JW, Fiddler W, Gates RA (1995) Nitrosamine formation and penetration in hams processed in elastic rubber nettings: N-nitrosodibutylamine and N-nitrosodibenzylamine. J Agric Food Chem 43:1919–1922
Raoul S, Gremaud E, Biaudet H, Turesky RJ (1997) Rapid solid-phase extraction method for the detection of volatile nitrosamines in food. J Agric Food Chem 45:4706–4713
Fine DH, Rounbehler DP, Huffman F, Garrison AW, Wolfe NL, Epstein SS (1975) Analysis of volatile N-nitroso compounds in drinking water at the part per trillion level. Bull Environ Contam Toxicol 14:404–408
Goff E, Fine D (1979) Analysis of volatile N-nitrosamines in alcoholic beverages. Food Cosmet Toxicol 17:569–573
Chan ST, Yao MW, Wong Y, Wong T, Mok C, Sin DW (2006) Evaluation of chemical indicators for monitoring freshness of food and determination of volatile amines in fish by headspace solid-phase microextraction and gas chromatography-mass spectrometry. Eur Food Res Technol 224:67–74
Prat C, Bañeras L, Anticó E (2008) Screening of musty-earthy compounds from tainted cork using water-based soaks followed by headspace solid-phase microextraction and gas chromatography-mass spectrometry. Eur Food Res Technol 227:1085–1090
Wang Y-L, Zeng Z-R, Liu M-M, Yang M, Dong C-Z (2008) Determination of organophosphorus pesticides in pakchoi samples by headspace solid-phase microextraction coupled with gas chromatography using home-made fiber. Eur Food Res Technol 226:1091–1098
Forsyth D, Dusseault L (1997) Determination of methylcyclopentadienyl manganese tricarbonyl in beverages by solid-phase microextraction. Food Addit Contam 14:301–307
Andrade R, Reyes FG, Rath S (2005) A method for the determination of volatile N-nitrosamines in food by HS-SPME-GC-TEA. Food Chem 91:173–179
Campillo N, Viñas P, Martínez-Castillo N, Hernández-Córdoba M (2011) Determination of volatile nitrosamines in meat products by microwave-assisted extraction and dispersive liquid–liquid microextraction coupled to gas chromatography–mass spectrometry. J Chromatogr A 1218:1815–1821
Huang M-C, Chen H-C, Fu S-C, Ding W-H (2013) Determination of volatile N-nitrosamines in meat products by microwave-assisted extraction coupled with dispersive micro solid-phase extraction and gas chromatography-Chemical ionisation mass spectrometry. Food Chem 138:227–233
Geng Y, Zhang M, Yuan W, Xiang B (2011) Modified dispersive liquid–liquid microextraction followed by high-performance liquid chromatography for the determination of clenbuterol in swine urine. Food Addit Contam 28:1006–1012
Hu R (1999) Solid phase microextraction of pesticide residues from strawberries. Food Addit Contam 16:111–117
Kamankesh M, Mohammadi A, Modarres Tehrani Z, Ferdowsi R, Hosseini H (2013) Dispersive liquid-liquid microextraction followed by high-performance liquid chromatography for determination of benzoate and sorbate in yogurt drinks and method optimization by central composite design. Talanta 109:46–51
Mohammadi A, Tavakoli R, Kamankesh M, Rashedi H, Attaran A, Delavar M (2013) Enzyme-assisted extraction and ionic liquid-based dispersive liquid–liquid microextraction followed by high-performance liquid chromatography for determination of patulin in apple juice and method optimization using central composite design. Anal Chim Acta 804:104–110
Víctor-Ortega MD, Lara FJ, García-Campaña AM, Olmo-Iruela Md (2012) Evaluation of dispersive liquid-liquid microextraction for the determination of patulin in apple juices using micellar electrokinetic capillary chromatography. Food Control 31:353–358
Rezaee M, Assadi Y, Milani Hosseini M-R, Aghaee E, Ahmadi F, Berijani S (2006) Determination of organic compounds in water using dispersive liquid–liquid microextraction. J Chromatog A 1116:1–9
Pirsaheb M, Fattahi N, Shamsipur M (2013) Determination of organophosphorous pesticides in summer crops using ultrasound-assisted solvent extraction followed by dispersive liquid-liquid microextraction based on the solidification of floating organic drop. Food Control 34:378–385
Rezaee M, Yamini Y, Faraji M (2010) Evolution of dispersive liquid-liquid microextraction method. J Chromatog A 1217:2342–2357
Kujawski MW, Pinteaux E, Namieśnik J (2012) Application of dispersive liquid–liquid microextraction for the determination of selected organochlorine pesticides in honey by gas chromatography-mass spectrometry. Eur Food Res Technol 234:223–230
Han D, Tang B, Ri Lee Y, Ho Row K (2012) Application of ionic liquid in liquid phase microextraction technology. J Sep Sci 35:2949–2961
Ho Y-M, Tsoi Y-K, Leung KS-Y (2013) Ionic-liquid-based dispersive liquid-liquid microextraction for high-throughput multiple food contaminant screening. J Sep Sci 00:1–8
Ghasemzadeh-Mohammadi V, Mohammadi A, Hashemi M, Khaksar R, Haratian P (2012) Microwave-assisted extraction and dispersive liquid-liquid microextraction followed by gas chromatography-mass spectrometry for isolation and determination of polycyclic aromatic hydrocarbons in smoked fish. J Chromatogr A 1237:30–36
Agudelo Mesa LB, Padró JM, Reta M (2013) Analysis of non-polar heterocyclic aromatic amines in beef burgers by using microwave-assisted extraction and dispersive liquid-ionic liquid microextraction. Food Chem 141:1694–1701
Ceylan H, Kubilay S, Aktas N, Sahiner N (2008) An approach for prediction of optimum reaction conditions for laccase-catalyzed bio-transformation of 1-naphthol by response surface methodology (RSM). Biores Technol 99:2025–2031
Drabik-Markiewicz G, Dejaegher B, De Mey E, Kowalska T, Paelinck H, Vander Heyden Y (2011) Influence of putrescine, cadaverine, spermidine or spermine on the formation of nitrosamine in heated cured pork meat. Food Chem 126:1539–1545
Delatour T, Périsset A, Goldmann T, Riediker S, Stadler RH (2004) Improved sample preparation to determine acrylamide in difficult matrixes such as chocolate powder, cocoa, and coffee by liquid chromatography tandem mass spectroscopy. J Agric Food Chem 52:4625–4631
Ripollés C, Pitarch E, Sancho JV, López FJ, Hernández F (2011) Determination of eight nitrosamines in water at the ng L−1 levels by liquid chromatography coupled to atmospheric pressure chemical ionization tandem mass spectrometry. Anal Chim Acta 702:62–71
Glória MBA, Barbour JF, Scanlan RA (1997) Volatile nitrosamines in fried bacon. J Agric Food Chem 45:1816–1818
Ozel MZ, Gogus F, Yagci S, Hamilton JF, Lewis AC (2010) Determination of volatile nitrosamines in various meat products using comprehensive gas chromatography-nitrogen chemiluminescence detection. Food Chem Toxicol 48:3268–3273
Sanches Filho PJ, Rios A, Valcárcel M, Zanin KD, Bastos Caramão E (2003) Determination of nitrosamines in preserved sausages by solid-phase extraction-micellar electrokinetic chromatography. J Chromatogr A 985:503–512
Yurchenko S, Mölder U (2006) Volatile Nitrosamines in various fish products. Food Chem 96:325–333
Acknowledgments
This study has been supported by the National Nutrition & Food Technology Research Institute of Iran. We gratefully acknowledge their assistance.
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Houra Ramezani, Hedayat Hosseini, Marzieh Kamankesh and Vahid Ghasemzadeh-Mohammadi declares that they have no conflict of interest. Abdorreza Mohammadi has received research grants from National Nutrition and Food Technology Research Institute.
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This article does not contain any studies with human or animal subjects.
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Ramezani, H., Hosseini, H., Kamankesh, M. et al. Rapid determination of nitrosamines in sausage and salami using microwave-assisted extraction and dispersive liquid–liquid microextraction followed by gas chromatography–mass spectrometry. Eur Food Res Technol 240, 441–450 (2015). https://doi.org/10.1007/s00217-014-2343-4
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DOI: https://doi.org/10.1007/s00217-014-2343-4