Magnetic molecular imprinted polymers as a tool for isolation and purification of biological samples

• Autorzy: Katarzyna Kwaśniewska , Renata Gadzała-Kopciuch , Bogusław Buszewski
• Języki publikacji: EN

Abstrakty

EN

Technology of molecularly imprinted polymers (MIP) has become very popular in recent decades. MIPs are primarily used in medical diagnostics, chromatographic separation and solid phase extraction (SPE); also as sensors and catalysts. In recent years there have been reported benefits of combining molecular imprinted polymers with additional features, e.g. magnetic properties, through the build-up of this type of material on magnetite particles (Magnetic Molecularly Imprinted Polymer – MMIP). This method produces a multifunctional material which has high selectivity and the ability to isolate the analyte from biological and environmental samples, allowing effective purification from such interferents as proteins and fats. This developing branch of new materials for the preparation and purification of complex sample matrices is an interesting alternative to materials routinely used to date, particularly with regard to the immunosorbents. This paper summarizes recent reports regarding MMIP preparation and their application for purification and isolation of compounds from biological matrices.

EN

Słowa kluczowe

EN

Magnetic molecularly imprinted polymer; synthesis of MMIPs; solid phase extraction; biological samples; review

• Czasopismo: Open Chemistry
• Rocznik: 2015
• Tom: 13
• Numer: 1

Daty

otrzymano

2015-01-08

zaakceptowano

2015-08-30

online

2015-10-14

Twórcy

autor

Katarzyna Kwaśniewska

• Department of Environmental Chemistry and Bioanalytics, Faculty of Chemistry Nicolaus Copernicus University, 7 Gagarin St, Pl-87 100 Toruń, Polan

autor

Renata Gadzała-Kopciuch

• Department of Environmental Chemistry and Bioanalytics, Faculty of Chemistry Nicolaus Copernicus University, 7 Gagarin St, Pl-87 100 Toruń, Polan

autor

Bogusław Buszewski

• Department of Environmental Chemistry and Bioanalytics, Faculty of Chemistry Nicolaus Copernicus University, 7 Gagarin St, Pl-87 100 Toruń, Polan

Bibliografia

• [1] Smith F. E., Arsenault, E. A., Microwave-assisted sample preparation in analytical chemistry, Talanta, 1996, 43, 1207-1268.
• [2] Barcelo D., Petrovic M., Eljarrat E., Lopez de Alda M.J., Kampioti A., Environmental analysis, In: Heftmann E. (Ed.), Chromatography: Fundamentals and applications of chromatography and related differential migration methods-Part B: Applications, J. Chromatogr. Library, vol. 69B; 6th ed., Elsevier, Amsterdam, 2004.
• [3] Buszewski B., Szultka M., Gadzała-Kopciuch R., Sorbent chemistry, evolution, In: Pawliszyn J. (Ed.), Comprehensive sampling and sample preparation, Analytical Techniques for Scientists, Elsevier, Amsterdam, 2012.
• [4] Simpson N. J., Solid-phase extraction: principles, techniques, and applications, CRC Press Taylor & Francis Group, Phillipsburg, New Jersey, 2000.
• [5] Chen L., Xu S., Li J., Recent advances in molecular imprinting technology: current status, challenges and highlighted applications, Chem. Soc. Rev. 2011, 40, 2922-2944.
• [6] Gadzała-Kopciuch R., Cendrowski K., Cesarz A., Kiełbasa P., Buszewski B., Determination of zearalenone and its metabolites in endometrial cancer by coupled separation techniques, Anal. Bioanal. Chem., 2011, 401, 2069-2078.
• [7] Ansell R. J., Mosbach K., Magnetic molecularly imprinted polymer beads for drug radioligand binding assay, Analyst, 1998, 123, 1611-1616 .
• [8] www.webofscience.com in Vol. 25.09.2015
• [9] Haupt K., Mosbach K., Molecularly imprinted polymers and their use in biomimetic sensors, Chem. Rev., 2000, 100, 2495-2504.
• [10] Pardeshi S., Dhodapkar R., Kumar A., Molecularly imprinted microspheres and nanoparticles prepared using precipitation polymerisation method for selective extraction of gallic acid from Emblica officinalis, Food Chem., 2014, 146, 385-398.
• [11] Ho K-C., Yeh W-M., Tung T-S., Liao J-Y., Amperometric detection of morphine based on poly (3, 4-ethylenedioxythiophene) immobilized molecularly imprinted polymer particles prepared by precipitation polymerization, Anal. Chim. Acta, 2005, 542, 90-96.
• [12] Pérez N., Whitcombe M.J., Vulfson E.N., Molecularly imprinted nanoparticles prepared by core-shell emulsion polymerization, J. Appl. Polym. Sci., 2000, 77, 1851-1859.
• [13] Chen P-Y., Vittal R., Nien P-C., Liou G-S., Ho K-C., A novel molecularly imprinted polymer thin film as biosensor for uric acid, Talanta, 2010,80,1145-1151.
• [14] Herrero-Hernández E., Carabias-Martínez R., Rodríguez-Gonzalo E., Behavior of Phenols and Phenoxyacids on a Bisphenol-A Imprinted Polymer. Application for Selective Solid-Phase Extraction from Water and Urine Samples, Intern. J. Mol. Sci., 2011, 12, 3322-3339.
• [15] Qiao J., Wang M., Yan H., Yang G., Dispersive Solid-Phase Extraction Based on Magnetic Dummy Molecularly Imprinted Microspheres for Selective Screening of Phthalates in Plastic Bottled Beverages, J. Agric. Food Chem. 2014, 62, 2782-9.
• [16] Hu C., Deng J., Zhao Y., Xia L., Huang K., Ju S., et al. A novel core–shell magnetic nano-sorbent with surface molecularly imprinted polymer coating for the selective solid phase extraction of dimetridazole, Food Chem. 2014, 158, 366-73.
• [17] Gao R., Kong X., Wang X., He X., Chen L., Zhang Y., Preparation and characterization of uniformly sized molecularly imprinted polymers functionalized with core-shell magnetic nanoparticles for the recognition and enrichment of protein, J. Mater. Chem. 2011, 21, 17863-71.
• [18] Bouri M., Lerma-García M.J., Salghi R., Zougagh M., Ríos A., Selective extraction and determination of catecholamines in urine samples by using a dopamine magnetic molecularly imprinted polymer and capillary electrophoresis, Talanta, 2012, 99, 897-903.
• [19] Dramou P., Zuo P., He H., Pham-Huy L.A., Zou W., Xiao D., et al. Development of novel amphiphilic magnetic molecularly imprinted polymers compatible with biological fluids for solid phase extraction and physicochemical behavior study, J. Chromatogr. A, 2013, 1317, 110-20.
• [20] Fan L., Zhang Y., Li X., Luo C., Lu F., Qiu H., Removal of alizarin red from water environment using magnetic chitosan with Alizarin Red as imprinted molecules, Coll. Surf. B, 2012, 91, 250-257.
• [21] Liu J., Wang W., Xie Y., Huang Y., Liu Y., Liu X., et al., A novel polychloromethylstyrene coated superparamagnetic surface molecularly imprinted core-shell nanoparticle for bisphenol A, J. Mater. Chem. 2011, 21, 9232-9238.
• [22] Chen L., Liu J., Zeng Q., Wang H., Yu A., Zhang H., et al., Preparation of magnetic molecularly imprinted polymer for the separation of tetracycline antibiotics from egg and tissue samples, J. Chromatogr. A, 2009, 1216, 3710-3719.
• [23] Su X., Li X., Li J., Liu M., Lei F., Tan X., et al., Synthesis and characterization of core–shell magnetic molecularly imprinted polymers for solid-phase extraction and determination of Rhodamine B in food, Food Chem., 2015, 171, 292-297.
• [24] Hu Y., Li Y., Liu R., Tan W., Li G., Magnetic molecularly imprinted polymer beads prepared by microwave heating for selective enrichment of β-agonists in pork and pig liver samples, Talanta, 2011, 84, 462-470.
• [25] Zhang Z., Yang X., Chen X., Zhang M., Luo L., Peng M., et al., Novel magnetic bovine serum albumin imprinted polymers with a matrix of carbon nanotubes, and their application to protein separation, Anal. Bioanal. Chem., 2011, 401, 2855-2863.
• [26] Ma G., Chen L., Development of magnetic molecularly imprinted polymers based on carbon nanotubes – Application for trace analysis of pyrethroids in fruit matrices, J. Chromatogr. A, 2014, 1329, 1-9.
• [27] Wang X., Pan J., Guan W., Zou X., Huo P., Yan Y., et al., Selective recognition of sesamol using molecularly imprinted polymers containing magnetic wollastonite, J. Sep. Sci. 2011, 34, 3287-3294.
• [28] Pan J., Xu L., Dai J., Li X., Hang H., Huo P., et al., Magnetic molecularly imprinted polymers based on attapulgite/Fe3O4 particles for the selective recognition of 2,4-dichlorophenol, Chem. Eng. J., 2011,174, 68-75.
• [29] You Q., Zhang Y., Zhang Q., Guo J., Huang W., Shi S., et al., High-capacity thermo-responsive magnetic molecularly imprinted polymers for selective extraction of curcuminoids, J. Chromatogr. A 2014, 1354, 1-8.
• [30] Ji Y., Yin J., Xu Z., Zhao C., Huang H., Zhang H., et al., Preparation of magnetic molecularly imprinted polymer for rapid determination of bisphenol A in environmental water and milk samples, Anal. Bioanal. Chem. 2009, 395, 1125-33.
• [31] Pawliszyn J., Sampling and sample preparation for field and laboratory, fundamentals and new directions in sample preparation, Elsevier Science B.V., 2002.
• [32] Qiao L., Gan N., Hu F., Wang D., Lan H., Li T., et al., Magnetic nanospheres with a molecularly imprinted shell for the preconcentration of diethylstilbestrol, Microchim. Acta, 2014, 181, 1341-1351.
• [33] Rao W., Cai R., Zhang Z., Yin Y., Long F., Fu X., Fast separation and determination of erythromycin with magnetic imprinted solid extraction coupled with high performance liquid chromatography, RSC Adv., 2014, 4, 18503-18511.
• [34] Liu Y., Huang Y., Liu J., Wang W., Liu G., Zhao R., Superparamagnetic surface molecularly imprinted nanoparticles for water-soluble pefloxacin mesylate prepared via surface initiated atom transfer radical polymerization and its application in egg sample analysis, J. Chromatogr. A, 2012, 1246, 15-21.
• [35] Xu S., Guo C., Li Y., Yu Z., Wei C., Tang Y., Methyl parathion imprinted polymer nanoshell coated on the magnetic nanocore for selective recognition and fast adsorption and separation in soils, J. Haz. Maters 2014, 264, 34-41.
• [36] Qi S., Zhang H., Zhu Q., Chen H., Dong Y., Zhou L., Ren C., Chen X., Off-line hyphenation of molecularly imprinted magnetic nanoparticle-based extraction with large volume sample stacking capillary electrophoresis for high-sensitivity detection of trace chloro-phenols, Anal. Meth., 2014, 6, 1219-1226.[Crossref]
• [37] Madrakian T., Ahmadi M., Afkhami A., Soleimani M., Selective solid-phase extraction of naproxen drug from human urine samples using molecularly imprinted polymer-coated magnetic multi-walled carbon nanotubes prior to its spectrofluorometric determination, Analyst, 2013, 138, 4542-4549.
• [38] Karimi M., Aboufazeli F., Zhad HRLZ., Sadeghi O., Najafi E., Determination of Sulfonamides in Chicken Meat by Magnetic Molecularly Imprinted Polymer Coupled to HPLC-UV, Food Anal. Meth., 2014, 7, 73-80.
• [39] Azodi-Deilami S., Najafabadi A.H., Asadi E., Abdouss M., Kordestani D., Magnetic molecularly imprinted polymer nanoparticles for the solid-phase extraction of paracetamol from plasma samples, followed its determination by HPLC, Microchim. Acta, 2014 , 181, 1823-1832.
• [40] Behbahani M., Bagheri S., Amini M.M., Sadeghi Abandansari H., Reza Moazami H., Bagheri A., Application of a magnetic molecularly imprinted polymer for the selective extraction and trace detection of lamotrigine in urine and plasma samples, J. Sep. Sci., 2014, 37, 1610-1616.
• [41] Zhang Z., Tan W., Hu Y., Li G., Simultaneous determination of trace sterols in complicated biological samples by gas chromatography–mass spectrometry coupled with extraction using β-sitosterol magnetic molecularly imprinted polymer beads, J. Chromatogr. A., 2011, 1218, 4275-4283.
• [42] Wang S., Wang R., Wu X., Wang Y., Xue C., Wu J., et al., Magnetic molecularly imprinted nanoparticles based on dendritic-grafting modification for determination of estrogens in plasma samples, J. Chromatogr., B 2012, 905, 105-112.
• [43] Azodi-Deilami S., Abdouss M., Asadi E., Hassani Najafabadi A., Sadeghi S., Farzaneh S., Asadi S., Magnetic molecularly imprinted polymer nanoparticles coupled with high performance liquid chromatography for solid‐phase extraction of carvedilol in serum samples, J. Appl. Polym. Sci., 2014, 131, 41209 (1-10).
• [44] Lan H., Gan N., Pan D., Hu F., Li T., Long N., et al., Development of a novel magnetic molecularly imprinted polymer coating using porous zeolite imidazolate framework-8 coated magnetic iron oxide as carrier for automated solid phase microextraction of estrogens in fish and pork samples, J. Chromatogr. A, 2014, 1365,35-44.
• [45] Du X., Lin S., Gan N., Chen X., Cao Y., Li T, et al., Multi‐walled carbon nanotube modified dummy‐template magnetic molecularly imprinted microspheres as solid‐phase extraction material for the determination of polychlorinated biphenyls in fish, J. Sep. Sci., 2014, 37, 1591-1600.
• [46] Lin S., Gan N., Zhang J., Chen X., Cao Y., Li T., A novel reductive graphene oxide-based magnetic molecularly imprinted poly(ethylene-co-vinyl alcohol) polymers for the enrichment and determination of polychlorinated biphenyls in fish samples, J. Mol. Recogn. 2015, 28, 359-368.
• [47] Zhang Y., Li Y., Hu Y., Li G., Chen Y., Preparation of magnetic indole-3-acetic acid imprinted polymer beads with 4-vinylpyridine and β-cyclodextrin as binary monomer via microwave heating initiated polymerization and their application to trace analysis of auxins in plant tissues, J. Chromatogr. A, 2010, 1217, 7337-7344.
• [48] Madrakian T., Afkhami A., Mahmood-Kashani H., Ahmadi M., Superparamagnetic surface molecularly imprinted nanoparticles for sensitive solid-phase extraction of tramadol from urine samples, Talanta, 2013, 105, 255-261.
• [49] Zou W., Dramou P., Ai Pham-Huy L., Zhang K., He J., Pham-Huy C., et al., Simultaneous extraction of anthracyclines from urine using water-compatible magnetic nanoparticles with a dummy template coupled with high performance liquid chromatography, Anal. Meth., 2014, 6, 4421-4429.
• [50] Duan H., Li L., Wang X., Wang Y., Li J., Luo C., A sensitive and selective chemiluminescence sensor for the determination of dopamine based on silanized magnetic graphene oxide-molecularly imprinted polymer, Spectrochim. Acta Part A: Mol. Biomol. Spectrosc., 2015, 139, 374-379.
• [51] Turner N.W., Jeans C.W., Brain K.R., Allender C.J., Hlady V., Britt D.W., From 3D to 2D: A review of the molecular imprinting of proteins, Biotechnol. Progr., 2006, 22, 1474-1489.
• [52] Kan X., Zhao Q., Shao D., Geng Z., Wang Z., Zhu J-J., Preparation and recognition properties of bovine hemoglobin magnetic molecularly imprinted polymers, J. Phys. Chem. B, 2010, 114, 3999-4004.
• [53] Gai Q-Q., Qu F., Zhang T., Zhang Y-K., The preparation of bovine serum albumin surface-imprinted superparamagnetic polymer with the assistance of basic functional monomer and its application for protein separation, J. Chromatogr. A, 2011, 1218, 3489-3495.

Identyfikatory

DOI

10.1515/chem-2015-0137