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Biomimetic norfloxacin sensors made of molecularly-imprinted materials for potentiometric transduction

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Abstract

A biomimetic sensor for norfloxacin is presented that is based on host-guest interactions and potentiometric transduction. The artificial host was imprinted into polymers made from methacrylic acid and/or 2-vinyl pyridine. The resulting particles were entrapped in a plasticized poly(vinyl chloride) (PVC) matrix. The sensors exhibit near-Nernstian response in steady state evaluations, and detection limits range from 0.40 to 1.0 μg mL−1, respectively, and are independent of pH values at between 2 and 6, and 8 and 11, respectively. Good selectivity was observed over several potential interferents. In flowing media, the sensors exhibit fast response, a sensitivity of 68.2 mV per decade, a linear range from 79 μM to 2.5 mM, a detection limit of 20 μg mL−1, and a stable baseline. The sensors were successfully applied to field monitoring of norfloxacin in fish samples, biological samples, and pharmaceutical products.

 

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References

  1. Cabello FC (2006) Heavy use of prophylactic antibiotics in aquaculture: a growing problem for human and animal health and for the environment. Environ Microbiol 8:1137–1144

    Article  CAS  Google Scholar 

  2. Maki T, Hirono I, Kondo H, Aoki T (2008) Drug resistance mechanism of the fish-pathogenic bacterium Lactococcus garvieae. J Fish Dis 31:461–468

    Article  CAS  Google Scholar 

  3. Council Regulation (EEC) 2377/90 of 26 June 1990. Consolidated with previous amendments and published by 19 November 2005.

  4. Appelbaum PC, Hunter PA (2000) The fluoroquinolone antibacterials: past, present and future perspectives. Int J Antimicrob Agents 16:5–15

    Article  CAS  Google Scholar 

  5. Pimentel FL, Dolgner A, Guimaraes J, Quintas M, Mario-Reis J (1998) Efficacy and safety of norfloxacin 800 mg once-daily versus norfloxacin 400 mg twice-daily in the treatment of uncomplicated urinary tract infections in women: a double-blind, randomized clinical trial. J Chemother 10:122–127

    CAS  Google Scholar 

  6. Gräslund S, Bengtsson BE (2001) Chemicals and biological products used in south-east Asian shrimp farming, and their potential impact on the environment—a review. Sci Total Environ 280:93–131

    Article  Google Scholar 

  7. Stoilova N (2008) Determination of quinolones in fish tissues with high performance liquid chromatography with fluorescence detection. J Univer Chem Techn Metallurgy 43:423–426

    CAS  Google Scholar 

  8. Valdés MG, Valdez González AC, García Calzón JA, Díaz-García ME (2009) Analytical nanotechnology for food analysis. Microchim Acta 166:1–19

    Article  Google Scholar 

  9. Cabello FC (2004) Antibiotics and aquaculture in Chile: implications for human and animal health. Rev Med Chile 132:1001–1006

    CAS  Google Scholar 

  10. Park SK, Kim M, Sho YS, Chung SY, Hu S, Lee JO, Hong MK, Kim MC, Kang JS, Jhee OH (2007) Microbiological and chemical detection of antibiotic residues in livestock and seafood products in the Korean market. Food Sci Biotechnol 16:868–872

    CAS  Google Scholar 

  11. Kassab NM, Singh AK, Kedor-Hackmam ERM, Santoro MIRM (2005) Quantitative determination of ciprofloxacin and norfloxacin in pharmaceutical preparations by high performance liquid chromatography. Brazilian J Pharm Sci 41:507–513

    CAS  Google Scholar 

  12. Dufresne G, Fouquet A, Forsyth D, Tittlemier SA (2007) Multiresidue determination of quinolone and fluoroquinolone antibiotics in fish and shrimp by liquid chromatography/tandem mass spectrometry. J AOAC Int 90:604–312

    CAS  Google Scholar 

  13. Zhang YZ, Zhang Z, Zhou YC, Liu L, Zhu Y (2007) Determination of fluorinated quinolone antibacterials by ion chromatography with fluorescence detection. J Zhejiang Univ Sci B 8:302–306

    Article  CAS  Google Scholar 

  14. Chui-Shiang C, Wei-hsien W, Chin-En T (2008) Simultaneous determination of eleven quinolones antibacterial residues in marine products and animal tissues by liquid chromatography with fluorescence detection. J Food Drug Anal 16:87–96

    Google Scholar 

  15. Schneider MJ, Vazquez-Moreno L, Bermudez-Almada MD, Guardado RB, Ortega-Nieblas M (2005) Multiresidue determination of fluoroquinolones in shrimp by liquid chromatography-fluorescence-mass spectrometry. J AOAC Int 88:1160–1166

    CAS  Google Scholar 

  16. McCourt J, Bordin G, Rodriguez AR (2003) Development of a capillary zone electrophoresis-electrospray ionisation tandem mass spectrometry method for the analysis of fluoroquinolone antibiotics. J Chromatogr A 990:259–269

    Article  CAS  Google Scholar 

  17. Tittlemier SA, Gélinas JM, Dufresne G, Haria M, Querry J, Cleroux C, Ménard C, Delahaut P, Singh G, Durand NF, Godefroy SB (2008) Development of a direct competitive enzyme-linked immunosorbent assay for the detection of fluoroquinolone residues in shrimp. Food Anal Methods 1:28–35

    Article  Google Scholar 

  18. Cosofret VV, Buck RP (1996) Recent advances in pharmaceutical analysis with potentiometric membrane sensors. Crit Rev Anal Chem 24:1–58

    Article  Google Scholar 

  19. Wulff G (2002) Enzyme-like catalysis by molecularly imprinted polymers. Chem Rev 102:1–27

    Article  CAS  Google Scholar 

  20. Peter S, Schweitz L, Nilsson S (2003) Molecularly imprinted polymers in capillary electrochromatography: recent developments and future trends. Electrophoresis 24:3892–3899

    Article  Google Scholar 

  21. Lavignac N, Allender CJ, Brain KR (2004) Current status of molecularly imprinted polymers as alternatives to antibodies in sorbent assays. Anal Chim Acta 510:39–145

    Article  Google Scholar 

  22. Kriz O, Ramstrom O, Mosbach K (1997) Molecular imprinting—New possibilities for sensor technology. Anal Chem 69:345A–349A

    CAS  Google Scholar 

  23. Andersson LI (2000) Molecular imprinting for drug bioanalysis—A review on the application of imprinted polymers to solid-phase extraction and binding assay. J Chromatogr B 739:163–173

    Article  CAS  Google Scholar 

  24. Kamel AH, Teixeira F, Almeida SAA, Sales MGF (2008) Novel potentiometric sensors of molecular imprinted polymers for specific binding of chlormequat. Electroanalysis 20:194–202

    Article  CAS  Google Scholar 

  25. Lopez MCB, Castanon MJL, Ordieres AJM, Blanco PT (2004) Electrochemical sensors based on molecularly imprinted polymers. Trends Anal Chem 23:36–48

    Article  Google Scholar 

  26. Faridbod F, Ganjali MR, Dinarvand R, Norouzi P (2008) Developments in the field of conducting and non-conducting polymer based potentiometric membrane sensors for ions over the past decade. Sensors 8:2331–2412

    Article  Google Scholar 

  27. Hutchins RS, Bachas LG (1995) Nitrate-selective electrode developed by electrochemically mediated imprinting doping of polypyrrole. Anal Chem 67:1654–1660

    Article  CAS  Google Scholar 

  28. Kamel AH, Almeida SAA, Sales MGF, Moreira FTC (2009) Sulfadiazine-potentiometric sensors for flow and batch determinations of sulfadiazine in drugs and biological fluids. Anal Sci 25:365–371

    Article  CAS  Google Scholar 

  29. Dickert FL, Hayden O (1999) Molecular imprinting in chemical sensing. Trends Anal Chem 18:192–199

    Article  CAS  Google Scholar 

  30. Telting-Diaz M, Bakker E (2001) Effect of lipophilic ion-exchanger leaching on the detection limit of carrier-based ion-selective electrodes. Anal Chem 73:5582–5589

    Article  CAS  Google Scholar 

  31. IUPAC Analytical Chemistry Division Commission on Analytical Nomenclature (2000) Pure Appl Chem 72:1851

    Article  Google Scholar 

  32. Wang J, Pan M, Fang G, Wang S (2009) Preparation of a novel molecularly imprinted polymer by a sol-gel process for on-line solid-phase extraction coupled with high performance liquid chromatography to detect trace enrofloxacin in fish and chicken samples. Microchim Acta 166:295–302

    Article  CAS  Google Scholar 

  33. Yunhua H, Jiuru L, Hongge Z, Jianxiu D (2005) Molecular imprinting-chemiluminescence determination of norfloxacin using a norfloxacin-imprinted polymer as the recognition material. Microchim Acta 149:239–244

    Article  Google Scholar 

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Acknowledgements

The authors acknowledge the financial support from FCT, Fundação para a Ciência e Tecnologia, and FEDER by means of project PTDC/AGR-AAM/68359/2006.

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Correspondence to Maria G. F. Sales.

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Fig. S1

Binding isotherm (A) and Scatchard plot (B) for NOR/MAA imprinted polymer. Q is the amount of NOR bond to 20.0 mg of polymer; t = 25 °C; V = 10.00 mL; binding time: 20 h (DOC 57 kb)

Fig. S2

Effect of loop and flow rate at relevant flow parameters (DOC 72 kb)

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Moreira, F.T.C., Freitas, V.A.P. & Sales, M.G.F. Biomimetic norfloxacin sensors made of molecularly-imprinted materials for potentiometric transduction. Microchim Acta 172, 15–23 (2011). https://doi.org/10.1007/s00604-010-0464-4

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  • DOI: https://doi.org/10.1007/s00604-010-0464-4

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