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 AJAC  Vol.2 No.8 A , December 2011
Application of Molecularly Imprinted Polymers for the Analysis of Pesticide Residues in Food—A Highly Selective and Innovative Approach
Abstract: The increasing application of pesticides for agricultural purposes involves serious risk to the environment and human health due to either exposure or through residues in food and drinking water. Since food safety is of mandatory importance there is a growing interest on the development of selective, simple, rapid, cost-effective and reliable analytical methodologies in order to ensure that pesticides residues should not be found at levels above the established maximum pesticide residue limits (MRLs). In recent years, a new methodology based on the development of molecularly imprinting polymers (MIPs) allows not only pre-concentration and cleaning of the sample but also selective extraction of the target analyte, which is crucial, particularly when the sample is complex and impurities can interfere with quantification. The scope of this review is to provide a general overview on MIPs field, with emphasis on MIP preparation and its use as sorbents for solid-phase extraction. This paper will be focused on the review of the current state of the art in the use of MIPs as selective materials in molecularly imprinted solid-phase extraction (MISPE) for the analysis of pesticide residues from food matrices. A review of preparation and application of MIPs in food matrices, will also be discussed.
Cite this paper: nullR. Garcia, M. Cabrita and A. Costa Freitas, "Application of Molecularly Imprinted Polymers for the Analysis of Pesticide Residues in Food—A Highly Selective and Innovative Approach," American Journal of Analytical Chemistry, Vol. 2 No. 8, 2011, pp. 16-25. doi: 10.4236/ajac.2011.228119.
References

[1]   J. L. Tadeo, C. Sanchez-Brunete and L. González, “Pesticides: Classification and Properties,” In: J. L. Tadeo, Ed., Analysis of Pesticides in Food and Environmental Samples, CRC Press, Taylor & Francis Group LLC, Boca Raton, 2008, pp. 1-35. doi:10.1201/9781420007756

[2]   K. Granby, A. Petersen, S. S. Herrmann and M. E. Pou- lsen, “Levels of Pesticides in Food and Food Safety Aspects,” In: J. L. Tadeo, Ed., Analysis of Pes-ticides in Food and Environmental Samples, CRC Press, Taylor & Francis Group LLC, Boca Raton, 2008, pp. 287-318. doi:10.1201/9781420007756.ch11

[3]   A. Kloskowski, M. Pilarczyk, A. Przyjazny and J. Namiesnik, “Progress in Devel-opment of Molecularly Imprinted Polymers as Sorbents for Sample Preparation,” Critical Reviews in Analytical Chemistry, Vol. 39, No. 1, 2009, pp. 43-58. doi:10.1080/10408340802570223

[4]   L. I. Andersson, “Solid Phase Extraction on Molecularly Imprinted Polymers: Re-quirements, Achievements and Future Work (chapter 10),” In: S. Piletsky, A. Turner, Eds., Molecular Imprinting of Polymers: Requirements, Landes Bioscience, Texas, 2006, pp. 140-148.

[5]   G. Vasapollo, R. Del Sole, L. Mergola, M. R. Lazzoi, A. Scardino, S. Scorrano and G. Mele, “Molecularly Imprinted Polymers: Present and Future Prospective,” Interna-tional Journal of Molecular Sciences, Vol. 12, No. 9, 2011, pp. 5908-5945.

[6]   C. R. T. Tarley, M. P. T. Sotomayor and L. T. Kubota, “Polímeros Biomimétricos em Química Analítica. Parte 1: Preparo e Aplica??es de MIP (“Molecularly Imprinted Poly-mers”) em Técnicas de Extra??o e Separa??o,” Química Nova, 2005, Vol. 28, No. 6, pp. 1076-1086. doi:10.1590/S0100-40422005000600024

[7]   E. V. Piletska, A. R. Guerreiro, M. J. Whitcombe and S. A. Piletsky, “Influence of the Polymerization Conditions on the Performance of Molecularly Imprinted Polymers,” Macromolecules, Vol. 42, No. 14, 2009, pp. 4921-4928. doi:10.1021/ma900432z

[8]   M. C. Moreno-Bondi, F. Navar-ro-Villoslada, E. Benito- Pena and J. L. Urraca, “Molecularly Imprinted Polymers as Selective Recognition Elements in Optical Sensing,” Current Analytical Chemistry, Vol. 4, No. 4, 2008, pp. 316-340. doi:10.2174/157341108785914925

[9]   L. Ye and K. Mosbach, “Molecular Imprinting: Synthetic Materials as Substitutes for Biological Antibodies and Receptors,” Chemistry of Materials, Vol. 20, No. 3, pp. 859-868. doi:10.1021/cm703190w

[10]   A. Poma, A. P. F. Turner and S. A. Piletsky, “Advances in the Manufacture of MIP Nanopar-ticles,” Trends in Biotechnology, Vol. 28, No. 12, 2010, pp. 629-637. doi:10.1016/j.tibtech.2010.08.006

[11]   Y. Mao, Y. Bao, S. Gan, F. Li and L. Niu, “Electrochemical Sensor for Dopamine Based on a Novel Grapheme-Molecular Imprinted Polymers Composite Recognition Element,” Biosensors and Bioelectronics, Vol. 28, No. 1, 2011, pp. 291-297. doi:10.1016/j.bios.2011.07.034

[12]   C. M. Lok and R. Son, “Application of Molecularly Imprinted Polymers in Food Sam-ple Analysis—A Perspective,” International Food Research Journal, Vol. 16, No. 2, 2009, pp. 127-140.

[13]   O. Ramstr?m, K. Skudar, J. Haines, P. Patel and O. Brüg- gemann, “Food Analyses Using Molecularly Imprinted Polymers,” Journal of Agricultural and Food Chemistry, Vol. 49, No. 5, 2001, pp. 2105-2114. doi:10.1021/jf001444h

[14]   C. Baggiani, L. Anfossi and C. Giovannoli, “Solid Phase Extraction of Food Contaminants Using Molecular Imprinted Polymers,” Analytica Chimica Acta, Vol. 591, No. 1, 2007, pp. 29-39. doi:10.1016/j.aca.2007.01.056

[15]   V. Pichon and F. Cha-puis-Hugon, “Role of Molecularly Imprinted Polymers for Selective Determination of Environmental Pollutants—A Re-view,” Analytica Chimica Acta, Vol. 622, No. 1-2, 2008, pp. 48-61. doi:10.1016/j.aca.2008.05.057

[16]   J. Matsui, I. A. Nicholls, T. Takeuchi, K. Mosbach and I. Karube, “Metal Ion Mediated Recognition in Molecularly Imprinted Polymers,” Analytica Chimica Acta, Vol. 335, No. 1-2, 1996, pp. 71-77. doi:10.1016/S0003-2670(96)00356-X

[17]   P. K. Dhal, “Man-Made Mimics of Antibodies and Their Applications in Analytical Chemistry,” in B. Sellergren, Ed., Molecularly Im-printed Polymers, Elsevier Science, Amsterdam, 2001, pp. 185-201.

[18]   F. Lanza and B. Sellergren, “Method for Syn-thesis and Screening of Large Groups of Molecularly Imprinted Po- lymers,” Analytical Chemistry, Vol. 71, No. 11, 1999, pp. 2092-2096. doi:10.1021/ac981446p

[19]   A. Martin-Esteban and J. L. Tadeo, “Selective Molecularly Imprinted Polymer Obtained from a Combinatorial Library for the Extraction of Bisphenol A,” Combinatorial Chemistry & High Throughput Screen, Vol. 9, No. 10, 2006, pp. 747-751. doi:10.2174/138620706779026024

[20]   B. Dirion, Z. Cobb, E. Schillinger, L. I. Andersson and B. Sellergren, “Wa-ter-Compatible Molecularly Imprinted Po- lymers Obtained via High-Throughput Synthesis and Experimental Design,” Journal of the American Chemical Society, Vol. 125, No. 49, 2003, pp.15101-15109. doi:10.1021/ja0355473

[21]   N. Perez-Morel and A. G. Mayes, “Comparative Study of Imprinted Polymer Particles Prepared by Different Polymerisation Methods,” Analytical Chimica Acta, Vol. 504, No. 1, 2004, pp. 15-21. doi:10.1016/S0003-2670(03)00533-6

[22]   C. He, Y. Long, J. Pan, K. Li and F. Liu, “Application of Molecularly Imprinted Polymers to Solid Phase Extraction of Analytes from Real Samples,” Journal of Biochemical and Biophysical Methods, Vol. 70, No. 2, 2007, pp. 133-150. doi:10.1016/j.jbbm.2006.07.005

[23]   E. Caro, R. M. Marce, F. Borrull, P. A. G. Cormack and D. C. Sherrington, “Application of Molecularly Imprinted Polymers to Solid Phase Extraction of Compounds from Environmental and Biological Samples,” Trends in Analytical Chemistry, Vol. 25, No. 2, 2006, pp. 143-154. doi:10.1016/j.trac.2005.05.008

[24]   F. Augusto, E. Carasek, R. G. C. Silva, S. R. Rivellino, A. D. Batista and E. Martendal, “New Sorbents for Extraction and Microextraction Techniques,” Journal of Chromatography A, Vol. 1217, No. 16, 2010, pp. 2533-2542. doi:10.1016/j.chroma.2009.12.033

[25]   M. T. Muldoon and L. H. Stanker, “Molecularly Imprinted Solid Phase Extraction of Atrazine from Beef Liver Extracts,” Analytical Chemistry, Vol. 69, No. 5, 1997, pp. 803-808. doi:10.1021/ac9604649

[26]   J. Matsui, K. Fujiwara, S. Ugata and T. Takeuchi, “Solid-Phase Extraction with a Dibutylmelamine-Imp- rinted Polymer as Triazine Herbicide-Selective Sorbent,” Journal of Chromato-graphy A, Vol. 889, No. 1-2, 2000, pp. 25-31. doi:10.1016/S0021-9673(00)00339-3

[27]   J. Matsui, K. Fuji-wara and T. Takeuchi, “Atrazine-Selective Polymers Prepared by Molecular Imprinting of Trialkylmelamines as Dummy Template Species of Atra- zine,” Analytical Chemistry, Vol. 72, No. 8, 2000, pp. 1810-1813. doi:10.1021/ac9911950

[28]   C. Cacho, E. Turiel, A. Martín-Esteban, C. Pérez-Conde and C. Cámara, “Clean-Up of Triazines in Vegetable Extracts by Mo-lecularly-Imprinted Solid-Phase Extraction Using a Propa-zine-Imprinted Polymer,” Analytical and Bioanalytical Chemi-stry, Vol. 376, No. 4, 2003, pp. 491- 496. doi:10.1007/s00216-003-1915-0

[29]   F. Chapuis, V. Pichon, F. Lanza, B. Sellergren and M.-C. Hennion, “Retention Mechanism of Analytes in the Solid- Phase Extraction Process Using Molecularly Imprinted Polymers: Application to the Extraction of Triazines from Complex Matrices,” Journal of Chromato-graphy B, Vol. 804, No. 1, 2004, pp. 93-101. doi:10.1016/j.jchromb.2003.12.033

[30]   B. Mhaka, E. Cu-krowska, B. T. S. Bui, O. Ramstr?mc, K. Haupt, H. Tutu and L. Chimuka, “Selective Extraction of Triazine Herbicides from Food Samples Based on a Combination of a Liquid Membrane and Molecularly Imprinted Polymers,” Journal of Chromato-graphy A, Vol. 1216, No. 40, 2009, pp. 6796-6801. doi:10.1016/j.chroma.2009.08.003

[31]   L. Chimuka, M. van Pinxteren, J. Billing, E. Yilmaz and J. ?. J?nsson, “Selective Extraction of Triazine Herbicides Based on a Combination of Membrane Assisted Solvent Extraction and Molecularly Im-printed Solid Phase Extraction,” Journal of Chromatography A, Vol. 1218, No. 5, 2011, pp. 647-653. doi:10.1016/j.chroma.2010.12.019

[32]   K. Tang, S. Chen, X. Gu, H. Wang, J. Dai and J. Tang, “Preparation of Molecularly Imprinted Solid Phase Extraction Using Bensulfuron-Methyl Imprinted Polymer and Clean-Up for the Sulfonylu-rea-Herbicides in Soybean,” Analytica Chimica Acta, Vol. 614, No. 1, 2008, pp. 112-118. doi:10.1016/j.aca.2008.03.018

[33]   F. G. Tamayo, J. L. Casillas and A. Martin-Esteban, “Hi- ghly Selective Fenuron-Imprinted Polymer with a Homogeneous Binding Site Distribution Prepared by Precipitation Polymerisation and Its Application to the Clean- Up of Fenuron in Plant Samples,” Analytica Chimica Acta, Vol. 482, No. 2, 2003, pp. 165-173. doi:10.1016/S0003-2670(03)00213-7

[34]   Y. Lv, Z. lin, W. Feng, X. Zhou and T. Tan, “Selective Recognition and Large Enrichment of Dimethoate from Tea Leaves by Molecularly Imprinted Polymers,” Biochemical Engineering Journal, Vol. 36, No. 3, 2007, pp. 221-229. doi:10.1016/j.bej.2007.02.023

[35]   A. Sánchez-Ortega, M. C. Sampedro, N. Unceta, M. A. Goicolea and R. J. Barrio, “Sol-id-Phase Microextraction Coupled with High Performance Liquid Chromatography Using On-Line Diode-Array and Elec-trochemical Detection for the Determination of Fenitrothion and Its Main Metabolites in Environmental Water Samples,” Journal of Chromatography A, Vol. 1094, No. 1-2, 2005, pp. 70- 76. doi:10.1016/j.chroma.2005.07.089

[36]   A. Sánchez, S. Millán, M. C. Sampedro, N. Unceta, E. Rodríguez, M. A. Goicolea and R. J. Barrio, “Quantification of Fenitrothion and Its Main Metabolites in Poplar leaves by Isotope Dilution Gas Chromatography-Mass Spectrometry Coupled with Solid-Phase Microextraction,” Journal of Chromatography A, Vol. 1177, No. 1, 2008, pp. 170-174. doi:10.1016/j.chroma.2007.10.097

[37]   L. A. Pereira and S. Rath, “Molecularly Imprinted Solid- Phase Extraction for the Determination of Fenitrothion in Tomatoes,” Analytical and Bioanalytical Chemistry, Vol. 393, No. 3, 2009, pp. 1063-1072. doi:10.1007/s00216-008-2511-0

[38]   L. A. de Barros, I. Mar-tins and S. Rath, “A Selective Molecularly Imprinted Poly-mer-Solid Phase Extraction for the Determination of Fenitrothion in Tomatoes,” Analytical and Bioanalytical Chemistry, Vol. 397, No. 3, 2010, pp. 1355-1361. doi:10.1007/s00216-010-3629-4

[39]   H. G. Kang, S. H. Jeong, J. H. Cho, D. G. Kim, J. M. Park and M. H. Cho, “Chlropyri-fos-Methyl Shows Anti- Androgenic Activity without Estrogen-ic Activity in Rats,” Toxicology, Vol. 199, No. 2-3, 2004, pp. 219-230. doi:10.1016/j.tox.2004.02.025

[40]   Z. Xu, G. Fang and S. Wang, “Molecularly Imprinted Solid Phase Extraction Coupled to High-Performance Liquid Chromatography for Determination of Trace Dichlorvos Residues in Vegetables,” Food Chemistry, Vol. 119, No. 2, 2010, pp. 845-850. doi:10.1016/j.foodchem.2009.08.047

[41]   A. P. Vonderheide, B. Boyd, A. Ryberg, E. Yilmaz, T. E. Hieber, P. E. Kauffman, S. T. Garris and J. N. Morgan, “Analysis of Permethrin Isomers in Composite Diet Samples by Molecularly Imprinted Solid-Phase Extraction and Isotope Dilution Gas Chromatography-Ion Trap Mass Spectrometry,” Journal of Chromatography A, Vol. 1216, No. 22, 2009, pp. 4633-4640. doi:10.1016/j.chroma.2009.03.077

[42]   C. Cacho, L. Schweitz, E. Turiel and C. Pérez-Conde, “Molecularly Imprinted Capillary Electrochromatography for Selective Determination of Thiabendazole in Citrus Samples,” Journal of Chromatography A, Vol. 1179, No. 2, 2008, pp. 216-223. doi:10.1016/j.chroma.2007.11.097

 
 
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