Abstract
A molecularly imprinted polymer (MIP) for the specific retention of neopterin has been developed. A set of 6 polymers was prepared by radical polymerization under different experimental condition using methacrylic acid as functional monomer and ethylene glycol dimethacrylate as crosslinker, with the aim to understand their influence on the efficiency of the MIP. The performance of each MIP was tested in batch experiments via their binding capacity. The MIP prepared in the presence of nickel ions in dimethylsulfoxide-acetonitrile mixture (P4) exhibited the highest binding capacity for neopterin (260 μmol per gram of polymer). A selectivity study with two other pteridines demonstrated the polymer P4 also to possess the best selectivity.
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References
Wirleitner B, Schroecksnadel K, Winkler C, Fuchs D (2005) Neopterin in HIV-1 infection. Mol Immunol 42:183–194
Sucher R, Schroecksnadel K, Weiss G, Margreiter R, Fuchs D, Brandacher G (2010) Neopterin, a prognostic marker in human malignancies. Cancer Lett 287:13–22
Hamerlinck FFV (1999) Neopterin: a review. Exp Dermatol 8:167–176
Beldowska A, Zwirska-Koeczala K (2001) Neopterin measurement in clinical diagnosis. J Clin Pharm Ther 26:319–329
Mancha de Llanos A, Espinosa-Mansilla A, Cañada-Cañada F, de la Peña AM (2011) Separation and determination of 11 marker pteridines in human urine by liquid chromatography and fluorimetric detection. J Sep Sci 34:1283–1292
Schroecksnadel K, Winkler C, Fuchs D (2006) Method for urinary neopterin measurements by HPLC. J Biochem Biophys Methods 66:99–100
Culzoni MJ, Mancha de Llanos A, De Zan MM, Espinosa-Mansilla A, Cañada-Cañada F, Muñoz de la Peña A, Goicoechea HC (2011) Enhanced MCR-ALS modeling of HPLC with fast scan fluorimetric detection second-order data for quantitation of metabolic disorder marker pteridines in urine. Talanta 85:2368–2374
Vasapollo G, Del Sole R, Mergola L, Lazzoi MR, Scardino A, Scorrano S, Mele G (2011) Molecularly imprinted polymers: present and future prospective. J Mol Sc 12:5908–5945
Mayes AG (2005) A brief history of the “New Era” of molecular imprinting. In: Yan M, Ramstrom O (eds) Molecularly imprinted materials: Science and techonology. Marcel Dekker, New York, pp 13–24
Cormack PAG, Eloza AZ (2004) Molecularly imprinted polymers: synthesis and characterization. J Chromatogr B 804:173–182
Bui BT, Haupt K (2010) Molecularly imprinted polymers: synthetic receptors in bioanalysis. Anal Bioanal Chem 398:2481–2492
Del Sole R, De Luca A, Catalano M, Mele G, Vasapollo G (2007) Noncovalent imprinted microspheres: preparation, evaluation and selectivity of DBU template. J Appl Polym Sci 105:2190–2197
Del Sole R, Lazzoi MR, Arnone M, Della Sala F, Cannoletta D, Vasapollo G (2009) Experimental and computational studies on non-covalent imprinted microspheres as recognition system for nicotinamide molecules. Molecules 14:2632–2649
Del Sole R, Lazzoi MR, Vasapollo G (2010) Synthesis of nicotinamide-based molecularly imprinted microspheres and in vitro controlled release studies. Drug Deliv 17:1–8
Del Sole R, Scardino A, Lazzoi MR, Vasapollo G (2011) Molecularly imprinted polymer for solid phase extraction of nicotinamide in pork liver samples. J Appl Polym Sci 120:1634–1641
Scorrano S, Longo L, Vasapollo G (2010) Molecularly imprinted polymers for solid-phase extraction of 1-methyladenosine from human urine. Anal Chim Acta 659:167–171
Scorrano S, Mergola L, Del Sole R, Vasapollo G (2011) Synthesis of molecularly imprinted polymers for amino acid derivates by using different functional monomers. Int J Mol Sci 12:1735–1743
Mergola L, Scorrano S, Del Sole R, Lazzoi MR, Vasapollo G (2013) Developments in the synthesis of a water compatible molecularly imprinted polymer as artificial receptor for detection of 3-nitro-L-tyrosine in neurological diseases. Biosens Bioelectron 40:336–341
Huang CY, Hsieh CH, Chen YL, Lee MH, Lin CF, Tsai HH, Juang YZ, Liu BD, Lin HY (2011) Portable potentiostatic sensor integrated with neopterin-imprinted poly(ethylene-co-vinyl alcohol)-based electrode. IET Nanobiotechnol 5:126–131
Mosbach K, Ramström O (1996) The emerging technique of molecular imprinting and its future impact on biotechnology. Biotechnology 14:163–170
Sellergren B (1998) Important considerations in the design of receptor sites using noncovalent imprinting. In: Bartsch R, Maeda M (eds) Molecular and ionic recognition with imprinted polymers. Oxford University Press, Washington, pp 49–80
Prasada Rao T, Kala R, Daniel S (2006) Metal ion-imprinted polymers-novel materials for selective recognition of inorganics. Anal Chim Acta 578:105–116
Otero-Romaní J, Moreda-Piñeiro A, Bermejo-Barrera P, Martin-Esteban A (2008) Synthesis, characterization and evaluation of ionic-imprinted polymers for solid-phase extraction of nickel from seawater. Anal Chim Acta 30:1–9
Hart BR, Shea KJ (2001) Synthetic peptide receptors: molecularly imprinted polymers for the recognition of peptides using peptide-metal interactions. J Am Chem Soc 123:2072–2073
Fan P, Wang B (2010) Regulatory effects of Zn(II) on the recognition properties of metal coordination imprinted polymers. J Appl Polym Sci 116:258–266
Qu G, Zheng S, Liu Y, Xie W, Wu A, Zhang D (2009) Metal ion mediated synthesis of molecularly imprinted polymers targeting tetracyclines in aqueous samples. J Chromatogr B 877:3187–3193
Monopoli VD, Thomas AH, Capparelli AL (2000) Kinetics and equilibrium study of nickel(II) complexation by pterin. Int J Chem Kinet 32:231–237
Mitsumi M, Toyoda J, Nakasuji K (1995) Metal-pteridine complexes having three-dimensional hydrogen-bonded networks. Inorg Chem 34:3367–3370
Kalabova H, Dvorak J, Hyspler R, Ticha A, Krcmova L, Urbanek L, Solichova D, Melichar B (2007) Urinary neopterin in patients treated with Gefitinib. Pteridines 18:95–100
O’Mahony J, Molinelli A, Nolan K, Smytha MR, Mizaikoff B (2006) Anatomy of a successful imprint: analysing the recognition mechanisms of a molecularly imprinted polymer for quercetin. Biosens Bioelectron 21:1383–1392
Pichon V, Chapuis-Hugon F (2008) Role of molecularly imprinted polymers for selective determination of environmental pollutants—a review. Anal Chim Acta 622:48–61
Liu F, Liu X, Ng SC, Chan SO (2006) Enantioselective molecular imprinting polymer coated QCM for the recognition of l-tryptophan. Sensors Actuators B Chem 113:234–240
Morelli I, Chiono V, Vozzi G, Ciardelli G (2010) Molecularly imprinted submicronspheres for applications in a novel model biosensor-film. Sensors Actuat B Chem 150:394–401
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Del Sole, R., Scardino, A., Lazzoi, M.R. et al. A molecularly imprinted polymer for the determination of neopterin. Microchim Acta 180, 1401–1409 (2013). https://doi.org/10.1007/s00604-013-0982-y
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DOI: https://doi.org/10.1007/s00604-013-0982-y