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Food Analytical Methods

, Volume 10, Issue 6, pp 1948–1955 | Cite as

Quantitative Determination and Removal of Benzo[a]pyrene Residue in Meat Products by Fluorescence and Polymeric Micelle

  • Weidong Wang
  • Yue-E Sun
Article
  • 188 Downloads

Abstract

Benzo[a]pyrene (BaP) as a typical polycyclic aromatic hydrocarbon (PAH), is toxic and cancerogenic, and is widely present in processed foods especially in meat products that were smoked or salted. In this study, a robust and efficient method for quantitative determination and removal of BaP residue in meat product using fluorescence methods was introduced. A poly(ethylene glycol) (PEG) labeled at both ends with pyrene (Py-PEG-Py) was prepared and the polymer micelle was applied to remove BaP. The chemical structures of pyrene and BaP were similar so they tend to interact with each other. The steady-state fluorescence spectra showed that the ratios of excimer-to-monomer emission intensities (IE/IM) of the Py-PEG-Py sample remain constant when polymer concentration is below 0.25 g/L. Above this concentration, pyrene excimer is formed by both intramolecular and intermolecular interaction. The concentration indicates the critical micelle concentration (CMC) of Py-PEG-Py in aqueous environment. It was shown that a trace amount of BaP can be detected by fluorescence method. The fluorescence decays obtained at various polymer concentrations were also acquired by time-resolved fluorescence instrument. After the meat products were treated with Py-PEG-Py solution, BaP was completely encapsulated into the polymer micelles due to hydrophobic interaction between BaP and the pyrene pendants. In other words, BaP was fully dissolved into the micelles where the core of micelle was formed by pyrene stacking to create a hydrophobic domain and was completely separated from the meat products. This method is easy, swift, sensitive, and accurate. It can be applied to determine and remove any PAH residues in food.

Keywords

Polycyclic aromatic hydrocarbon Benzo[a]pyrene Meat product Fluorescence Poly(ethylene glycol) 

Notes

Compliance with Ethical Standards

Ethical Approval

This article does not contain any studies with human participants or animals performed by any of the authors.

Conflict of Interest

Weidong Wang declares that he has no conflict of interest. Yue-E Sun declares that he has no conflict of interest.

Funding

This study was funded by “Major Projects of Natural Science Research in Universities of Jiangsu Province (13KJA550002)” and sponsored by “Qing Lan Project”.

Informed Consent

Not applicable.

References

  1. Abramsson-Zetterberg L, Darnerud PO, Wretling S (2014) Low intake of polycyclic aromatic hydrocarbons in Sweden: results based on market basket data and a barbecue study. Food Chem Toxicol 74:107–111CrossRefGoogle Scholar
  2. Ajayi BO, Adedara IA, Farombi EO (2016) Benzo(a)pyrene induces oxidative stress, pro-inflammatory cytokines, expression of nuclear factor-kappa b and deregulation of wnt/beta-catenin signaling in colons of balb/c mice. Food Chem Toxicol 95:42–51CrossRefGoogle Scholar
  3. APALedesma E, Rendueles M, Díaz M (2014) Benzo(a)pyrene penetration on a smoked meat product during smoking time. Food Addit Contam Part A Chem Anal Control Expo Risk Assess 31(10):1688–1698CrossRefGoogle Scholar
  4. Bo RS, Yang SO, Song HW, Chung MS, Kim YS (2015) Effects of adsorbents on benzo(a)pyrene, sesamol, and sesamolin contents and volatile component profiles in sesame oil. Food Sci Biotechnol 24(6):2017–2022CrossRefGoogle Scholar
  5. Char K, Frank CW, Gast AP (1989) Consideration of hydrophobic attractions in end-to-end cyclization. Macromolecules 22:3177–3180CrossRefGoogle Scholar
  6. Chen S, Duhamel J (2013) Probing the hydrophobic interactions of a series of pyrene end-labeled poly(ethylene oxide)s in aqueous solution using time-resolved fluorescence. Langmuir 29:2821–2834CrossRefGoogle Scholar
  7. Christine V, Kawthar B (2009) Methods for the preparation and manufacture of polymeric nanoparticles. Pharm Res 26:1025–1058CrossRefGoogle Scholar
  8. Denissenko MF, Pao A, Tang M, Pfeifer GP (1996) Preferential formation of benzo[a]pyrene adducts at lung cancer mutational hotspots in P53. Science 274:430–432CrossRefGoogle Scholar
  9. Desgouilles S, Vauthier C, Bazile D, Vacus J, Grossiord J, Veillard M et al (2003) The design of nanoparticles obtained by solvent evaporation: a comprehensive study. Langmuir 19:9504–9510CrossRefGoogle Scholar
  10. García Falcón MS, González AS, Lage Yusty MA, Simal LJ (1999) Determination of benzo[a]pyrene in some Spanish commercial smoked products by HPLC-FL. Food Addit Contam 16(1):9–14CrossRefGoogle Scholar
  11. Granato D, Oliveira CCD, Caruso MSF, Nagato LAF, Alaburda J (2014) Feasibility of different chemometric techniques to differentiate commercial Brazilian sugarcane spirits based on chemical markers. Food Res Int 60(6):212–217CrossRefGoogle Scholar
  12. Herbstman J, Tang D, Zhu D, Qu L, Sjodin A, Li Z, Camann D, Perera F, Herbstman J (2012) Prenatal exposure to polycyclic aromatic hydrocarbons, benzo[a]pyrene-DNA adducts, and genomic DNA methylation in cord blood. Environ Health Perspect 120:733–738CrossRefGoogle Scholar
  13. Kao TH, Chen S, Huang CW, Chen CJ, Chen BH (2014) Occurrence and exposure to polycyclic aromatic hydrocarbons in kindling-free-charcoal grilled meat products in Taiwan. Food Chem Toxicol 71(8):149–158CrossRefGoogle Scholar
  14. Ledesma E, Rendueles M, Díaz M (2014) Spanish smoked meat products: benzo(a)pyrene (bap) contamination and moisture. J Food Compos Anal 37:87–94CrossRefGoogle Scholar
  15. Lijinsky W, Shubik P (1964) Benzo(a)pyrene and other polynuclear hydrocarbons in charcoal-broiled meat. Science 145(3627):53–55CrossRefGoogle Scholar
  16. Lin G-f, Weigel S, Tang B, Schulz C, Shen J-h (2011) The occurrence of polycyclic aromatic hydrocarbons in Peking duck: relevance to food safety assessment. Food Chem 129(2):524–527CrossRefGoogle Scholar
  17. Lo PR, Yu RC, Chou CC, Huang EC (2004) Determinations of the antimutagenic activities of several probiotic bifidobacteria under acidic and bile conditions against benzo[a]pyrene by a modified Ames test. Int J Food Microbiol 93(2):249–257CrossRefGoogle Scholar
  18. Long DJ, Waikel RL, Wang XJ, Perlaky L, Roop DR, Jaiswal AK (2000) NAD(P)H:quinone oxidoreductase 1 deficiency increases susceptibility to benzo(a)pyrene-induced mouse skin carcinogenesis. Cancer Res 60:5913–5915Google Scholar
  19. López-Jiménez FJ, Ballesteros-Gómez A, Rubio S (2014) Determination of polycyclic aromatic hydrocarbons (pah4) in food by vesicular supramolecular solvent-based microextraction and lc–fluorescence detection. Food Chem 143(1):341–347CrossRefGoogle Scholar
  20. Ni Y, Wang P, Song H, Lin X, Kokot S (2014) Electrochemical detection of benzo(a)pyrene and related DNA damage using DNA/hemin/nafion–graphene biosensor. Anal Chim Acta 821:34–40CrossRefGoogle Scholar
  21. Parveen S, Sahoo SK (2008) Polymeric nanoparticles for cancer therapy. J Drug Target 16:108–123CrossRefGoogle Scholar
  22. Pincemaille J, Schummer C, Heinen E, Moris G (2014) Determination of polycyclic aromatic hydrocarbons in smoked and non-smoked black teas and tea infusions. Food Chem 145(4):807–813CrossRefGoogle Scholar
  23. Pinto RC, Neufeld RJ, Ribeiro AJ, Veiga F (2006) Nanoencapsulation I. Methods for preparation of drug-loaded polymeric nanoparticles. Nanomedicine 2:8–21CrossRefGoogle Scholar
  24. Raters M, Matissek R (2014) Quantitation of polycyclic aromatic hydrocarbons (pah4) in cocoa and chocolate samples by an HPLC-FD method. J Agric Food Chem 62(44):10666–10671CrossRefGoogle Scholar
  25. Riachi LG, Santos Â, Moreira RFA, Maria CABD (2014) A review of ethyl carbamate and polycyclic aromatic hydrocarbon contamination risk in cachaça and other Brazilian sugarcane spirits. Food Chem 149:159–169CrossRefGoogle Scholar
  26. Škaljac S, Petrović L, Tasić T, Ikonić P, Jokanović M, Tomović V et al (2014) Influence of smoking in traditional and industrial conditions on polycyclic aromatic hydrocarbons content in dry fermented sausages ( petrovská klobása ) from Serbia. Food Control 40(1):12–18CrossRefGoogle Scholar
  27. Suranová M, Semanová J, Skláršová B, Simko P (2015) Application of accelerated solvent extraction for simultaneous isolation and pre-cleaning up procedure during determination of polycyclic aromatic hydrocarbons in smoked meat products. Food Anal Methods 8(4):1–7CrossRefGoogle Scholar
  28. Surma M, Sadowska-Rociek A, Cieślik E (2014) The application of d-spe in the quechers method for the determination of PAHs in food of animal origin with GC–MS detection. Eur Food Res Technol 238(6):1029–1036CrossRefGoogle Scholar
  29. Xi J, Shi QQ, Lu QY (2015) Development of an indirect competitive elisa kit for the rapid detection of benzopyrene residues. Food Anal Methods 9(4):966–973CrossRefGoogle Scholar
  30. Zhan S, Zhang X, Cao S, Huang J (2015) Benzo(a)pyrene disrupts mouse preimplantation embryo development. Fertil Steril 103:815–825CrossRefGoogle Scholar
  31. Zhao L, Yagiz Y, Xu C, Lu J, Chung S, Marshall MR (2015) Muscadine grape seed oil as a novel source of tocotrienols to reduce adipogenesis and adipocyte inflammation. Food Funct 6(7):2293–2302CrossRefGoogle Scholar
  32. Žiak Ľ, Sádecká J, Májek P, Hroboňová K (2014) Simultaneous determination of phenolic acids and scopoletin in brandies using synchronous fluorescence spectrometry coupled with partial least squares. Food Anal Methods 7(3):563–570CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media New York 2016

Authors and Affiliations

  1. 1.College of Food EngineeringXuzhou Institute of TechnologyXuZhouChina

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