, Volume 43, Issue 11–12, pp 585–591 | Cite as

Molecularly imprinted polymer as chiral selector for enantioseparation of amino acids by capillary gel electrophoresis

  • J. M. Lin
  • T. Nakagama
  • K. Uchiyama
  • T. Hobo


A capillary electrophoresis method for the enantioseparation of D,L-aromatic amino acids using molecularly imprinted polymer as chiral selector has been developed. Methacrylic acid was used as functional monomer and ethylene glycol dimethacrylate (EDMA) as crosslinking monomer. The molecularly imprinted polymer was packed in capillaries by incorporating with acrylamide gel. The composition of the polymerization mixtures affects the separation factor to some extent. The molar ratio of cross-linker to functional monomer to print molecule was 20∶4∶1, which gives the best separation for aromatic amino acid enantiomers by using L-phenylalanine anilide (L-pheAN) as print molecule. Under the same conditions, however, separation of D,L-phenylalanine using L-phenylalanine as print molecule is poorer than that using L-pheAN. Polymer particles (≤5 μm) were supported by 6% acrylamide and 5% bisacrylamide gel in the capillary. The effects of organic solvents, electrophoretic buffer and pH on separation were also investigated.

Key Words

Capillary electrophoresis Molecularly imprinted polymer Enantioseparation Amino acids 


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  1. [1]
    B. Ekberg, K. Mosbach, Trends Biotechnol.7, 92 (1989).Google Scholar
  2. [2]
    K. Mosbach, Trends Biochem. Sci.19, 9 (1994).Google Scholar
  3. [3]
    M. Kempe, K. Mosbach, J. Chromatogr.694, 3 (1995).Google Scholar
  4. [4]
    W. Gunter, NATO ASI Ser., Ser. A (Bioorg. Chem. Healthcare Technol.)207, 55 (1991).Google Scholar
  5. [5]
    B. Sellergren, Makromol. Chem.190, 2703 (1989).Google Scholar
  6. [6]
    D. Kriz, C. B. Kriz, L. I. Andersson, K. Mosbach, Anal. Chem.66, 2636 (1994).Google Scholar
  7. [7]
    G. Vlatakis, L. I. Andersson, R. Muller, K. Mosbach, Nature361, 646 (1993).Google Scholar
  8. [8]
    K. Nilsson, J. Lindell, D. Norrlow, B. Sellergren, J. Chromatogr. A680, 57 (1994).Google Scholar
  9. [9]
    S. F. Y. Li, “Capillary Electrophoresis Principles, Practice and Application”, J. Chrom. Library 52, Elservier, 1992, pp. 498.Google Scholar
  10. [10]
    M. Novotny, H. Soini, M. Stefangon, Anal. Chem.66, 646A (1994).Google Scholar
  11. [11]
    A. D. Hulst, N. Verbeke, Presented at the 4th International Symposium on High Performance Capillary Electrophoresis, Amsterdam, 1992.Google Scholar
  12. [12]
    R. O. Cole, M. J. Sepaniak, W. L. Hine, J. High Res. Chromatogr.13, 579 (1990).Google Scholar
  13. [13]
    H. Nishi, T. Fukuyama, M. Matsuo, S. Terabe, J. Chromatogr.515, 233 (1990).Google Scholar
  14. [14]
    A. Dohashi, T. Ono, S. Hara, J. Yamaguchi, J. Chromatogr.480, 413 (1989).Google Scholar
  15. [15]
    J. M. Lin, T. Nakagama, H. Okazawa, X. Z. Wu, T. Hobo, Fresenius J. Anal. Chem.354, 451 (1995).Google Scholar
  16. [16]
    T. E. Peterson, D. Troubridge, J. Chromatogr.603, 298 (1992).Google Scholar
  17. [17]
    R. Kuhn, F. Stoechun, F. Erni, Chromatographia33, 32 (1992).Google Scholar
  18. [18]
    H. Nishi, T. Fukugama, S. Terabe, J. Chromatogr.553, 503 (1991).Google Scholar
  19. [19]
    A. Guttman, A. Paulus, A. S. Cohen, N. Grinberg, B. L. Karger, J. Chromatogr.448, 41 (1988).Google Scholar
  20. [20]
    S. Mayer, V. Schurig, J. High Res. Chromatogr.15, 129 (1992).Google Scholar
  21. [21]
    D. J. O'Shannessy, B. Ekberg, K. Mosbach, Anal. Biochem.177, 144 (1989).Google Scholar
  22. [22]
    D. J. O'Shannessy, B. Ekberg, L. I. Andersson, K. Mosbach, J. Chromatogr.470, 391 (1989).Google Scholar
  23. [23]
    B. Sellergren, M. Lepisto, K. Mosbach, J. Am. Chem. Soc.110, 5953 (1988).Google Scholar
  24. [24]
    J. M. Lin, T. Nakagama, T. Hobo, Chromatographia42, 559 (1996).Google Scholar
  25. [25]
    L. I. Andersson, K. Mosbach, J. Chromatogr.516, 313 (1990).Google Scholar
  26. [26]
    S. Terabe, Y. Yashima, N. Tanaka, M. Araki, Anal. Chem.60, 1673 (1988).Google Scholar
  27. [27]
    J. S. Fawcett, C. J. U. R. Morris, Separation Studies1, 9 (1966).Google Scholar
  28. [28]
    M. Windhole, S. Budayari, L. Y. Stroumtsos, M. N. Fertig, The Merck Index, Ninth edition, Merck & Co., Inc., USA, 1976.Google Scholar

Copyright information

© Friedr. Vieweg & Sohn Verlagsgesellschaft mbH 1996

Authors and Affiliations

  • J. M. Lin
    • 1
  • T. Nakagama
    • 1
  • K. Uchiyama
    • 1
  • T. Hobo
    • 1
  1. 1.Department of Industrial Chemistry, Faculty of EngineeringTokyo Metropolitan UniversityTokyoJapan

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