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The preparation of D-phenylalanine imprinted microbeads by a novel method of modified suspension polymerization

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Abstract

Molecularly imprinted polymeric microbeads (MIPMs) were prepared by the suspension and modified suspension polymerization methods using D-phenylalanine as the template, methacrylic acid as the functional monomer, ethylene glycol dimethacrylate as the cross-linker, toluene as the porogen, polyvinyl alcohol as the stabilizer, and sodium dodecyl sulfate as the surfactant. The addition of a surfactant to the conventional suspension polymerization mixture decreased the mean particle size of the MIPMs and increased the adsorption selectivity. For the modified suspension polymerization method, the mean particle size of the MIPMs was smaller than the particle size of MIPMs prepared via conventional suspension polymerization. Moreover, the adsorption selectivity improved considerably compared to the adsorption selectivities of MIPs reported previously.

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References

  1. Alexander, C., H. S. Andersson, L. I. Anderson, R. J. Ansell, N. Kirsch, I. A. Nicholls, J. O'Mahony, and M. J. Whitcombe (2006) Molecular imprinting science and technology: a survey of the literature for the years up to and including 2003.J. Mol. Recognit. 19: 106–180.

    Article  CAS  Google Scholar 

  2. Liao, Y., W. Wang, and B. Wang (1998) Enantioselective polymeric transporters for tryptophan, phenylalanin, and histidine prepared using molecular imprinting techniques.Bioorg. Chem. 26: 309–322.

    Article  CAS  Google Scholar 

  3. Yan, H. and K. H. Row (2006) Molecularly imprinted monolithic stationary phases for liquid chromatographic separation of tryptophan andN-CBZ-phenylalanine enantiomers.Biotechnol. Bioprocess Eng. 11: 357–363.

    Article  CAS  Google Scholar 

  4. Mayes, A. G. and K. Mosbach (1996) Molecularly imprinted polymer beads: suspension polymerization using a liquid perfluorocarbon as the dispersing phase.Anal. Chem. 68: 3769–3774.

    Article  CAS  Google Scholar 

  5. Lu, S., G. Cheng, and X. Pang (2003) Preparation of molecularly imprinted Fe3O4/P (St-DVB) composite beads with magnetic susceptibility and their characteristics of molecular recognition for amino acid.J. Appl. Polym. Sci. 89: 3790–3796.

    Article  CAS  Google Scholar 

  6. Sellergren, B. (1994) Imprinted dispersion polymers: a new class of easily accessible affinity stationary phases.J. Chromatogr. A 673: 133–141.

    Article  CAS  Google Scholar 

  7. Ye, L., P. A. G. Cormack, and K. Mosbach (2001) Molecular imprinting on microgel spheres.Anal. Chim. Acta 435: 187–196.

    Article  CAS  Google Scholar 

  8. Vaihinger, D., K. Landfester, I. Krauter, H. Brunner, and G. E. M. Tovar (2002) Molecularly imprinted polymer nanospheres as synthetic affinity receptors obtained by miniemulsion polymerization.Macromol. Chem. Phys. 203: 1965–1973.

    Article  CAS  Google Scholar 

  9. Haginaka, J., H. Takehira, K. Hosoya, and N. Tanaka (1998) Molecularly imprinted uniform-sized polymerbased stationary phase for naproxen: Comparison of molecular recognition ability of the molecularly imprinted polymers prepared by thermal and redox polymerization techniques.J. Chromatogr. A 816: 113–121.

    Article  CAS  Google Scholar 

  10. Katz, A. and M. E. Davis (2000) Molecular imprinting of bulk, microporous silica.Nature 403: 286–289.

    Article  CAS  Google Scholar 

  11. Park, J. K., S. J. Kim, and J. W. Lee (2003) Adsorption selectivity of phenylalanine imprinted polymer prepared by the wet phase inversion method.Kor. J. Chem. Eng. 20: 1066–1072.

    Article  CAS  Google Scholar 

  12. Park, J. K., H. Khan, and J. W. Lee (2004) Preparation of phenylalanine imprinted polymer by the sol-gel transition method.Enzyme Microb. Technol. 35: 688–693.

    Article  CAS  Google Scholar 

  13. Park, J. K. and J. W. Lee (2005) Characteristics of selective adsorption using D-phenylalanine imprinted terpolymer beads.Kor. J. Chem. Eng. 22: 927–931.

    Article  CAS  Google Scholar 

  14. Andac, M., R. Say, and A. Denizli (2004) Molecular recognition based cadmium removal from human plasma.J. Chromatogr. B 811: 119–126.

    CAS  Google Scholar 

  15. Pang, X., G. Cheng, R. Li, S. Lu, and Y. Zhang (2005) Bovine serum albumin-imprinted polyacrylamide gel beads prepared via inverse-phase seed suspension polymerization.Anal. Chim. Acta 550: 13–17.

    Article  CAS  Google Scholar 

  16. Zhang L., G. Cheng, and C. Fu (2003) Synthesis and characteristics of tyrosine imprinted beads via suspension polymerization.React. Funct. Polym. 56: 167–173.

    Article  CAS  Google Scholar 

  17. Zhang, L., G. Cheng, and C. Fu (2002) Molecular selectivity of tyrosine-imprinted polymers prepared by seed swelling and suspension polymerization.Polym. Int. 51: 687–692.

    Article  CAS  Google Scholar 

  18. Kempe, H. and M. Kempe (2006) Development and evaluation of spherical molecularly imprinted polymer beads.Anal. Chem. 78: 3659–3666.

    Article  CAS  Google Scholar 

  19. Araki, K., M. Goto, and S. Furusaki (2002) Enantioselective polymer prepared by surface imprinting technique using a bifunctional molecule.Anal. Chim. Acta 469: 173–181.

    Article  CAS  Google Scholar 

  20. Yoshikawa, M., J.-I. Izumi, T. Ooi, T. Kitao, M. D. Guiver, and G. P. Robertson (1998) Carboxylated polysulfone membranes having a chiral recognition site induced by an alternative molecular imprinting technique.Polym. Bull. 40: 517–524.

    Article  CAS  Google Scholar 

  21. Yang, Y. J., C. H. Lee, and Y. M. Koo (2004) Separation of amino acids by simulated moving bed using competitive Langmuir isotherm.Biotechnol. Bioprocess Eng. 9: 331–338.

    Article  CAS  Google Scholar 

  22. Lee, J. W., C. H. Lee, and Y. M. Koo (2006) Sensitivity analysis of amino acids in simulated moving bed chromatography.Biotechnol. Bioprocess Eng. 11: 110–115.

    Article  CAS  Google Scholar 

  23. Kim, Y. S., C. H. Lee, P. C. Wankat, and Y. M. Koo (2004) Comparing the performance of one-column process and four-zone simulated moving bed by computer simulation.Biotechnol. Bioprocess Eng. 9: 362–368.

    Article  CAS  Google Scholar 

  24. Park, J. K. and S. J. Kim (2004) Separation of phenylalanine by ultrafiltration using D-Phe imprinted polyacrylonitrile-poly(acrylic acid)-poly(acryl amide) terpolymer membrane.Kor. J. Chem. Eng. 21: 994–998.

    Article  CAS  Google Scholar 

  25. Chen, Y., M. Kele, I. Quinones, B. Sellergren, and G. Guiochon (2001) Influence of the pH on the behavior of an imprinted polymeric stationary phase-supporting evidence for a binding site model.J. Chromatogr. A 927: 1–17.

    Article  CAS  Google Scholar 

  26. Tianwei, T., H. Xiaojing, and D. Weixia (2001) Adsorption behaviour of metal ions on imprinted chitosan resin.J. Chem. Technol. Biotechnol. 76: 191–195.

    Article  Google Scholar 

  27. Boopathi, M., M. V. S. Suryanarayana, A. K. Nigam, P. Pandey, K. Ganesan, B. Singh, and K. Sekhar (2006) Plastic antibody for the recognition of chemical warfare agent sulphur mustard.Biosens. Bioelectron. 21: 2339–2344.

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Department of Chemical Engineering, Kyungpook National University, 702-701, Taegu, Korea

    Hamayun Khan & Joong Kon Park

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  1. Hamayun Khan
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  2. Joong Kon Park
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Correspondence to Joong Kon Park.

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Khan, H., Park, J.K. The preparation of D-phenylalanine imprinted microbeads by a novel method of modified suspension polymerization. Biotechnol Bioproc E 11, 503–509 (2006). https://doi.org/10.1007/BF02932074

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  • DOI: https://doi.org/10.1007/BF02932074

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