Analysis of benzo[a]pyrene in vegetable oils using molecularly imprinted solid phase extraction (MISPE) coupled with enzyme-linked immunosorbent assay (ELISA)

Sensors (Switzerland)

Volumn 14, Issue 6, 2014, Pages 9720-9737

  Pschenitza, Michael ^a   Hackenberg, Rudolf ^b   Niessner, Reinhard ^a   Knopp, Dietmar ^a  

^a TECHNICAL UNIVERSITY OF MUNICH   (Germany)

^b Standort Marienfelde ^*  (Germany)

Author keywords

Benzo a pyrene; ELISA; GC MS; MISPE; Molecularly imprinted polymers; Polycyclic aromatic hydrocarbons; Vegetable oil

Indexed keywords

DICHLOROMETHANE; DIMETHYL SULFOXIDE; HEXANE; MIXTURES; ORGANIC SOLVENTS; PHASE SEPARATION; POLYCYCLIC AROMATIC HYDROCARBONS; POLYMERS; VEGETABLE OILS;

BENZO [A] PYRENE; ELISA; GC/MS; MISPE; MOLECULARLY IMPRINTED POLYMER;

PYRENE;

EID: 84901789515     PISSN: 14248220     EISSN: None     Source Type: Journal    
DOI: 10.3390/s140609720     Document Type: Article

References (47)

1. Manoli, E.; Samara, C. Polycyclic aromatic hydrocarbons in natural waters: Sources, occurrence and analysis. TrAC Trends Anal. Chem. 1999, 18, 417-428.
2. Rybicki, B.A.; Nock, N.L.; Savera, A.T.; Tang, D.; Rundle, A. Polycyclic aromatic hydrocarbon-DNA adduct formation in prostate cancerogenesis. Cancer Lett. 2005, 239, 157-167.
3. Hecht, S.S.; Carmella, S.G.; Villalta, P.W.; Hochalter, J.B. Analysis of phenanthrene and benzo[a]pyrene tetraol enantiomers in human urine: Relevance to the bay region diol epoxide hypothesis of benzo[a]pyrene carcinogenesis and to biomarker studies. Chem. Res. Toxicol. 2010, 23, 900-908.
4. Kumar, A.; Xagoraraki, I. Pharmaceuticals, personal care products and endocrine-disrupting chemicals in U.S. surface and finished drinking waters: A proposed ranking system. Sci. Total Environ. 2010, 408, 5972-5989.
5. EPA Test Method. In Polynuclear Aromatic Hydrocarbons-Method 610; Environmental Protection Agency, Environmental Monitoring and Support Laboratory: Cincinatti, OH, USA, 1982.
6. IARC (1983), Chemicals, Environment and Experimental Data. In Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans: Polynuclear Aromatic Compounds; International Agency for the Research on Cancer: Lyon, France, 1983; Volume 32.
7. Preedy, V.R.; Watson, R. Olives and Olive Oil in Health and Disease Prevention; Academic Press: Waltham, MA, USA, 2010.
8. Plaza-Bolaños, P.; Garrido Frenich, A.; Martinez Vidal, J.L. Polycyclic aromatic hydrocarbons in food and beverages. Analytical methods and trends. J. Chromatogr. A 2010, 1217, 6303-6326.
9. Moret, S.; Conte, L.S. Polycyclic aromatic hydrocarbons in edible fats and oils: Occurrence and analytical methods. J. Chromatogr. A 2000, 882, 245-253.
10. Moret, S.; Dudine, A.; Conte, L.S. Processing effects on the polyaromatic hydrocarbon content of grapeseed oil. J. Am. Oil Chem. Soc. 2000, 77, 1289-1292.
11. Ballesteros, E.; Garcia Sanchez, A.; Ramos Martos, N. Simultaneous multi-determination of residues of pesticides and polycyclic aromatic hydrocarbons in olive and olive-pomace oils by gas chromatography/tandem mass spectrometry. J. Chromatogr. A 2006, 1111, 89-96.
12. Menichini, E.; di Domenico, A.; Bonanni, L. Reliability assessment of a gas chromatographic method for polycyclic aromatic hydrocarbons in olive oil. J. Chromatogr. 1991, 555, 211-220.
13. Barranco, A.; Alonso-Salces, R.M.; Bakkali, A.; Berrueta, L.A.; Gallo, B.; Vicente, F.; Sarobe, M. Solid-phase clean-up in the liquid chromatographic determination of polycyclic aromatic hydrocarbons in edible oils. J. Chromatogr. A 2003, 988, 33-40.
14. Guillén, M.D.; Sopelana, P.; Palencia, G. Polycyclic aromatic hydrocarbons and olive pomace oil. J. Agric. Food Chem. 2004, 52, 5123-2132.
15. Mottier, P.; Parisod, V.; Turesky, R.J. Quantitative determination of polycyclic aromatic hydrocarbons in barbecued meat sausages by gas chromatography coupled to mass spectrometry. J. Agric. Food Chem. 2000, 48, 1160-1166.
16. Veyrand, B.; Brosseaud, A.; Sarcher, L.; Varlet, V.; Monteau, F.; Marchand, P.; Andre, F.; Le Bizec, B. Innovative method for determination of 19 polycyclic aromatic hydrocarbons in food and oil samples using gas chromatography coupled to tandem mass spectrometry based on an isotope dilution approach. J. Chromatogr. A 2007, 1149, 333-344.
17. Bogusz, M.J.; El Hajj, S.A.; Ehaideb, Z.; Hassan, H.; Al-Tufail, M. Rapid determination of benzo[a]pyrene in olive oil samples with solid-phase extraction and low-pressure, wide-bore gas chromatography-mass spectrometry and fast liquid chromatography with fluorescence detection. J. Chromatogr. A 2004, 1026, 1-7.
18. Weißhaar, R. Rapid determination of heavy polycyclic aromatic hydrocarbons in edible fats and oils. Eur. J. Lipid Sci. Technol. 2002, 104, 282-285.
19. Barco-Bonila, N.; Vidal, J.L.M.; Frenich, A.G.; Romero-Gonzales, R. Comparison of ultrasonic and pressurized liquid extraction for the analysis of polycyclic aromatic compounds in soil samples by gas chromatography coupled to tandem mass spectrometry. Talanta 2009, 78, 156-164.
20. Gómez-Ruiz, J.A.; Wenzl, T. Evaluation of gas chromatography columns for the analysis of the 15 + 1 EU-priority polycyclic aromatic hydrocarbons (PAHs). Anal. Bioanal. Chem. 2009, 393, 1697-1707.
21. Luo, D.; Yu, Q.-W.; Yin, H.-R.; Feng, Y.-Q. Humic acid-bonded silica as a novel sorbent for solid-phase extraction of benzo[a]pyrene in edible oils. Anal. Chim. Acta 2007, 588, 261-267.
22. Pandey, M.K.; Mishra, K.K.; Khanna, S.K.; Das, M. Detection of polycyclic aromatic hydrocarbons in commonly consumed edible oils and their likely intake in the Indian population. J. Am. Oil Chem. Soc. 2004, 81, 1131-1136.
23. Matschulat, D.; Deng, A.; Niessner, R.; Knopp, D. Development of a highly sensitive monoclonal antibody based ELISA for detection of benzo[a]pyrene in potable water. Analyst 2005, 130, 1078-1086.
24. Zaks, A.; Klibanov, A.M. Enzyme-catalyzed processes in organic solvents. Proc. Natl. Acad. Sci. USA 1985, 82, 3192-3196.
25. Klibanov, A.M. Improving enzymes by using them in organic solvents. Nature 2001, 409, 241-246.
26. Russell, A.J.; Trudel, L.J.; Skipper, P.L.; Groopman, J.D.; Tannenbaum, S.R.; Klibanov, A.M. Antibody-antigen binding in organic solvents. Biochem. Biophys. Res. Commun. 1989, 158, 80-85.
27. Saini, S.; Hall, G.F.; Downs, M.E.A.; Turner, A.P.F. Organic phase enzyme electrodes. Anal. Chim. Acta 1991, 249, 1-15.
28. Braco, L. Biocatalysis and biorecognition in nonaqueous media. Some perspectives in analytical biochemistry. Mikrochim. Acta 1995, 120, 231-242.
29. Kim, I.S.; Ritchie, L.; Setford, S.; Taylor, J.; Allen, M.; Wilson, G.; Heywood, R.; Pahlavanpour, B.; Saini, S. Quantitative immunoassay for determining polyaromatic hydrocarbons in electrical insulating oils. Anal. Chim. Acta 2001, 450, 13-25.
30. Aota, A.; Date, Y.; Terakado, S.; Sugiyama, H.; Ohmura, N. Analysis of polychlorinated biphenyls in transformer oil by using liquid-liquid partitioning in a microfluidic device. Anal. Chem. 2001, 83, 7834-7840.
31. Glass, T.R.; Ohmura, N.; Taemi, Y.; Joh, T. Simple immunoassay for detection of PCBs in transformer oil. Environ. Sci. Technol. 2005, 39, 5005-5009.
32. Owens, P.K.; Karlsson, L.; Lutz, E.S.M.; Andersson, L.I. Molecular imprinting for bio-and pharmaceutical analysis. TrAC Trends Anal. Chem. 1999, 18, 146-154.
33. Dickert, F.L.; Tortschanoff, M.; Bulst, W.E.; Fischerauer, G. Molecularly imprinted sensor layers for the detection of polycyclic aromatic hydrocarbons in water. Anal. Chem. 1999, 71, 4559-4563.
34. Dickert, F.L.; Achatz, P.; Halikias, K. Double molecular imprinting-A new sensor concept for improving selectivity in the detection of polycyclic aromatic hydrocarbons (PAHs) in water. Fresenius J. Anal. Chem. 2001, 371, 11-15.
35. Lieberzeit, P.A.; Halikias, K.; Afzal, A.; Dickert, F.L. Polymers imprinted with PAH mixtures-comparing fluorescence and QCM sensors. Anal. Bioanal. Chem. 2008, 392, 1405-1410.
36. Kirsch, N.; Hart, J.P.; Bird, D.J.; Luxton, R.W.; McCalley, D.V. Towards the development of molecularly imprinted polymer based screen-printed sensors for metabolites of PAHs. Analyst 2001, 126, 1936-1941.
37. Traviesa-Alvarez, J.M.; Sánchez-Barragán, I.; Costa-Fernández, J.M.; Pereiro, R.; Sanz-Medel, A. Room temperature phosphorescence optosensing of benzo[a]pyrene in water using halogenated molecularly imprinted polymers. Analyst 2007, 132, 218-223.
38. Krupadam, R.J.; Bhagat, B.; Wate, S.R.; Bodhe, G.L.; Sellergren, B.; Anjaneyulu, Y. Fluorescence spectrophotometer analysis of polycyclic aromatic hydrocarbons in environmental samples based on solid phase extraction using molecularly imprinted polymer. Environ. Sci. Technol. 2009, 43, 2871-2877.
39. Krupadam, R.J.; Bhagat, B.; Khan, M.S.; Wate, P.S. Molecularly imprinted nanoporous polyacrylate surface for benzo[a]pyrene recognition. J. Nanosci. Nanotechnol. 2009, 9, 5441-5447.
40. Krupadam, R.J.; Khan, M.S.; Wate, S.R. Removal of probable human carcinogenic polycyclic aromatic hydrocarbons from contaminated water using molecularly imprinted polymer. Water Res. 2010, 44, 681-688.
41. Ho, W.L.; Lin, T.C.; Liu, Y.Y.; Chen, J.A. Analysis of smoke PAHs from selected Taiwanese cigarettes by using molecular imprinting polymers. J. Environ. Sci. Health A 2010, 45, 211-223.
42. Lai, J.-P.; Niessner, R.; Knopp, D. Benzo[a]pyrene imprinted polymers: Synthesis, characterization and SPE application in water and coffee samples. Anal. Chim. Acta 2004, 522, 137-144.
43. Karsunke, X.Y.Z.; Pschenitza, M.; Rieger, M.; Weber, E.; Niessner, R.; Knopp, D. Screening and characterization of new monoclonal anti-benzo[a]pyrene antibodies using automated flow-through microarray technology. J. Immunol. Methods. 2011, 371, 81-90.
44. De Maagd, P.G.-J.; ten Hulscher, D.T.E.M.; van den Heuvel, H.; Opperhuizen, A.; Sijm, D.T.H.M. Physicochemical properties of polycyclic aromatic hydrocarbons: Aqueous solubilities, n-octanol/water partition coefficients, and Henry's Law constants. Environ. Toxicol. Chem. 1998, 17, 251-257.
45. Karsunke, X.Y.Z. Entwicklung Immunanalytischer Methoden zur Detektion von Niedermolekularen Toxischen Verbindungen in Lebensmitteln. Ph.D. Thesis, Technische Universität München, Munich, Germany, 2011. (In German)
46. Gunstone, F.D. The Chemistry of Oils and Fats; John Wiley & Sons: Hoboken, NJ, USA, 2004.
47. Konieczka, P.; Namiesnik, J. Estimating uncertainty in analytical procedures based on chromatographic techniques. J. Chromatogr. A 2010, 1217, 882-891.