Abstract
A general protocol was described for fabricating uniform molecularly imprinted polymer (MIP) particles via controlled living radical precipitation polymerization at ambient temperature. By adopting glutathione as model template, benzyl dithiocarbamate as iniferter agent, 4-vinylpyridine as monomer, and ethylene glycol dimethacrylate as cross-linker, it is demonstrated that the polymerization parameters including the iniferter concentration, monomer loading and molar ratio of cross-linker to functional monomer have profound effect on the final particle size and recognition property of the MIP particles. The batch static binding experiments were carried out to estimate the adsorption kinetics, adsorption isotherms and selective recognition of the MIP particles. The adsorption behavior followed the pseudo-second order kinetic model, revealing that the process was chemically carried out. Two adsorption isotherm models were applied to analyze equilibrium data, obtaining the best description by Langmuir isotherm model. In addition, the MIP particles also could selectively recognize glutathione over similar analogs, indicating the possibility for the separation and enrichment of the template from complicated matrices.
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Reed, D.J., Babson, J.R., Beatty, P.W., Brodie, A.E., Ellis, W.W. and Potter, D.W., Anal. Biochem., 1980, 106(1): 55
Lomaestro, B.M. and Malone, M., Ann. Pharmacother., 1995, 29(2): 1263
Maher, P., Ageing Res. Rev., 2005, 4(2): 288
Raggi, M.A., Nobile, L. and Giovannini, A.G., J. Pharm. Biomed. Anal., 1991, 9(10–12): 1037
Orwar, O., Fishman, H.A., Ziv, N.E., Scheller, R.H. and Zare, R.N., Anal. Chem., 1995, 67(23): 4261
Alizadeh, T., Chinese J. Polym. Sci., 2011, 29(6): 658
Yang, K.G., Berg, M.M., Zhao, C.S. and Ye, L., Macromolecules, 2009, 42(22): 8739
Yang, W.H., Yan, S.L., Wei, C. and Wang, Q.Z., Acta Polymerica Sinica (in Chinese), 2010, (10): 1163
Yan, H.Y., Cheng, X.L. and Sun, N., J. Agric. Food Chem., 2013, 61(11): 2896
Dvorakova, G., Haschick, R., Klapper, M., Müllen, K. and Biffis, A., J. Polym. Sci., Part A: Polym. Chem., 2013, 51(2): 267
Mayes, A.G. and Mosbach, K., Anal. Chem., 1996, 68(21): 3769
Say, R., Birlik, E., Ersöz, A., Yılmaz, F., Gedikbey, T. and Denizli, A., Anal. Chim. Acta, 2003, 480(2): 251
Wang, J.F., Cormack, P.A.G., Sherrington, D.C. and Khoshdel, E., Angew. Chem. Int. Ed., 2003, 42(43): 5336
Du, Z.W., Liu, X.Y. and Zhao, X.D., Acta Polymerica Sinica (in Chinese), 2010, (3): 360
Yoshimatsu, K., Lejeune, J., Spivak, D.A. and Ye, L., Analyst, 2009, 134: 719
Bompart, M. and Haupt, K., Aust. J. Chem., 2009, 62(8): 751
Zu, B.Y., Pan, G.Q., Guo, X.Z., Zhang, Y. and Zhang, H.Q., J. Polym. Sci., Part A: Polym. Chem., 2009, 47(13): 3257
Otsu, T., Yoshida, M. and Tazaki, T., Makromol. Chem. Rapid Commun., 1982, 3(2): 133
Zhao, M., Zhang, H.T., Ma, F.N., Zhang, Y., Guo, X.Z. and Zhang, H.Q., J. Polym. Sci., Part A: Polym. Chem., 2013, 51(9): 1983
Francis, R. and Ajayaghosh, A., Macromolecules, 2000, 33(13): 4699
Lee, H.J., Nakayama, Y. and Matsuda, T., Macromolecules, 1999, 32(21): 6989
de Boer, B., Simon, H.K., Werts, M.P.L., van der Vegte, E.W. and Hadziioannou, G., Macromolecules, 2000, 33(2): 349
Matsuda, T. and Ohya, S., Langmuir, 2005, 21(21): 9660
Nakayama, Y., Sudo, M., Uchida, K. and Matsuda, T., Langmuir, 2002, 18(7): 2601
Su, S.F., Zhang, M., Li, B.L., Zhang, H.Y. and Dong, X.C., Talanta, 2008, 76(5): 1141
Barahona, F., Turiel, E., Cormack, P.A.G. and Martín-Esteban, A., J. Polym. Sci., Part A: Polym. Chem., 2010, 48(5): 1058
Li, J.Y., Zu, B.Y., Zhang, Y., Guo, X.Z. and Zhang, H.Q., J. Polym. Sci., Part A: Polym. Chem., 2010, 48(15): 3217
Otsu, T., Yamashita, K. and Tsuda, K., Macromolecules, 1986, 19(2): 287
Dinçer, A., Zihnioğlu, Figen., Prep. Biochem. Biotechnol., 2010, 40: 188
Macková, H. and Horák, D., J. Polym. Sci., Part A: Polym. Chem., 2006, 44(2): 968
Bai, F., Yang, X.L. and Huang, W.Q., Macromolecules, 2004, 37(26): 9746
Salian, V.D., Vaughan, A.D. and Byrne, M.E., J. Mol. Recognit., 2012, 25(6): 361
Zhang, Z.C., Cheng, Z.Q., Zhang, C.F., Wang, H.Y. and Li, J.F., J. Appl. Polym. Sci., 2012, 123(2): 962
Salian, V.D. and Byrne, M.E., Macromol. Mater. Eng., 2013, 298(4): 379
Yang, S., Shim, S.E., Lee, H., Kim, G.P. and Choe, S., Macromol. Res., 2004, 12(5): 519
Zhu, G.F., Fan, J., Gao, Y.B, Gao, X. and Wang, J.J., Talanta, 2011, 84(4): 1124
Zhao, N., Hu, X.L., Guan, P., Song, R.Y., Tian, T. and Zhang, X.R. Acta Physco-Chimica Sinica (in Chinese), 2014, 30(1): 121
Liu, W.F., Liu, X.G., Yang, Y.Z., Zhang, Y. and Xu, B.S., Fuel, 2014, 117: 184
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This work was financially supported by the National Natural Science Foundation of China (No. 21174111), and Graduate Starting Seed Fund of Northwestern Polytechnical University (No. Z2013145).
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Song, Ry., Hu, Xl., Guan, P. et al. Synthesis of glutathione imprinted polymer particles via controlled living radical precipitation polymerization. Chin J Polym Sci 33, 404–415 (2015). https://doi.org/10.1007/s10118-015-1590-6
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DOI: https://doi.org/10.1007/s10118-015-1590-6