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Selective chiral determination of aspartic and glutamic acid in biological samples by capillary electrophoresis

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Summary

A method for chiral determination of aspartic (asp) and glutamic acid (glu) with a unique separation selectivity was developed. Asp and glu were derivatised using a fluorogenic reagent,o-phthaldialdehyde/2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranose (OPA/TATG). In addition to TATG, the utility of a number of other chiral thiols, N-acetyl-L-cysteine (AC), N-isobutyryl-L-cysteine (IBC) and Boc-L-cysteine (BocC), were also investigated. Various background electrolytes were examined including pure aqueous and non-aqueous as well as micellar separation media. The best results were obtained with OPA/TATG-labelled amino acids in micellar electrokinetic chromatography (MEKC) by using a neutral surfactant, octylglucoside (OG). With OG in the background electrolyte (BGE), the D- and L-asp and glu derivatives could be resolved outside the micellar retention window (MRW) creating a high selectivity towards other amino acids. This was due to the higher electrophoretic mobility of these diacid derivatives. The monoacid derivatives were all clustered within the minimised MRW. The selective method was applied to complex samples containing protein and physiological amino acids such as various food products and human body fluids. The detectability using both UV and laser-induced fluorescence detection (He−Cd 325 nm) was evaluated.

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References

  1. H. Brückner, D. Becker, M. Lüpke, Chirality5, 385 (1993).

    Article  Google Scholar 

  2. N. Fujii, Y. Ishibashi, K. Satoh, M. Fujino, K. Harada, Biochem. Biophys. Acta1204, 157 (1994).

    CAS  Google Scholar 

  3. E. H. Man, G. H. Fisher, I. L. Payan, R. Cadilla-Perezrios, N. M. Garcia, R. Chemburkar, G. Arends, W. H. Frey II, J. Neurochem.48, 510 (1987).

    CAS  Google Scholar 

  4. J. L. Bada, Methods Enzymol.106, 98 (1984).

    Article  CAS  Google Scholar 

  5. G. Pines, N. C. Danbolt, M. Bjørås, Y. Zhang, A. Bendahan, L. Eide, H. Koepsell, J. Storm-Mathisen, E. Seeberg, B. I. Kanner, Nature360, 464 (1992).

    Article  CAS  Google Scholar 

  6. Y. Kanai, M. A. Hediger, Nature360, 467 (1992).

    Article  CAS  Google Scholar 

  7. A. Hashimoto, T. Nishikawa, T. Oka, T. Hayashi, K. Takahashi, FEBS Lett.331, 4 (1993).

    Article  CAS  Google Scholar 

  8. A. Hashimoto, T. Nishikawa, R. Konno, A. Niwa, Y. Yasumura, T. Oka, K. Takahashi, Neurosci. Lett.152, 33 (1993).

    Article  CAS  Google Scholar 

  9. Y. Nagata, T. Akino, K. Ohno, Y. Kataoka, T. Ueda, T. Sakurai, K.-I. Shiroshita, T. Yasuda, Clin. Sci.73, 105 (1987).

    CAS  Google Scholar 

  10. A. Tivesten, S. Folestad, J. Chromatogr. A708, 323 (1995).

    Article  CAS  Google Scholar 

  11. Z. K. Shihabi, M. E. Hinsdale, J. Chromatogr. B669, 75 (1995).

    CAS  Google Scholar 

  12. L. Liliana Garcia, Z. K. Shihabi, J. Chromatogr. A652, 465 (1995).

    Article  Google Scholar 

  13. Z. K. Shihabi, J. Chromatogr. A652, 471 (1993).

    Article  CAS  Google Scholar 

  14. Z. K. Shihabi, M. E. Hinsdale, Electrophoresis16, 2159 (1995).

    Article  CAS  Google Scholar 

  15. F. J. DeLuccia, M. Arunyanart, M. J. Cline Love, Anal. Chem.,57, 1564 (1985).

    Article  CAS  Google Scholar 

  16. J. Haginaka, J. Wakai, H. Yasuda, Anal. Chem.59, 2732 (1987).

    Article  CAS  Google Scholar 

  17. F. Palmisano, A. Guerrieri, P. G. Zambonin, T. R. I. Cataldi, Anal. Chem.16, 946 (1989).

    Article  Google Scholar 

  18. E. Bonet-Domingo, M. J. Medina-Hernández, M. C. Garcia-Alverz-Coque, Quin. Anal.12, 167 (1993).

    CAS  Google Scholar 

  19. W. Thormann, P. Meier, C. Marcolli, F. Binder, J. Chromatogr.545, 445 (1991).

    Article  CAS  Google Scholar 

  20. W. Thormann, A. Minger, S. Molteni, J. Caslavska, P. Gebauer, J. Chromatogr.593, 275 (1992).

    Article  CAS  Google Scholar 

  21. D. K. Lloyd, H. Wätzig, J. Chromatogr. B663, 400 (1995).

    CAS  Google Scholar 

  22. G. Sarwar, H. G. Botting, J. Chromatogr.615, 1 (1993).

    CAS  Google Scholar 

  23. S. Terabe, K. Otsuka, H. Nishi, J. Chromatogr. A666, 295 (1994).

    Article  CAS  Google Scholar 

  24. S. Einarsson, S. Folestad, B. Josefsson, J. Liq. Chromatogr.10 (8 &9), 1589 (1987).

    CAS  Google Scholar 

  25. H. Brückner, M. Langer, M. Lüpke, T. Westhauser, H. Godel, J. Chromatogr. A697, 229 (1995).

    Article  Google Scholar 

  26. H. Brückner, S. Haasmann, M. Langer, T. Westhauser, R. Wittner, J. Chromatogr. A666, 259 (1994).

    Article  Google Scholar 

  27. L. Kang, R. H. Buck, Amino acids2, 103 (1992).

    Article  CAS  Google Scholar 

  28. A. Tivesten, E. Örnskov, S. Folestad, J. High Resol. Chromatogr.19, 229 (1996).

    Article  CAS  Google Scholar 

  29. A. Tivesten, S. Folestad, Electrophoresis (1997), in press.

  30. H. Brückner, R. Wittner, H. Godel, J. Chromatogr.476, 73 (1987).

    Article  Google Scholar 

  31. A. P. Larsson, H. Ahlberg, S. Folestad, Appl. Opt.32, 794 (1993).

    Article  Google Scholar 

  32. G. A. Qureshi, L. Fohlin, J. Bergström, J. Chromatogr.297, 91 (1984).

    Article  CAS  Google Scholar 

  33. A. D. Tran, T. Blanc, E. J. Leopold, J. Chromatogr.516, 241 (1990).

    Article  CAS  Google Scholar 

  34. K. Chan, G. Muschik, H. Issaq, Electrophoresis16, 504 (1995).

    Article  CAS  Google Scholar 

  35. R. S. Sahota, M. G. Khaledi, Anal. Chem.66, 1141 (1994).

    Article  CAS  Google Scholar 

  36. M. Jansson, J. Roeraade, Chromatographia40, 163 (1995).

    Article  CAS  Google Scholar 

  37. S. H. Hansen, J. Tjørnelund, I. Bjørnsdottir, Trends Anal. Chem.15, 175 (1996) 175.

    CAS  Google Scholar 

  38. S. A. Swedberg, J. Chromatogr.503, 449 (1990).

    Article  CAS  Google Scholar 

  39. J. Cai, Z. El Rassi, J. Chromatogr.608, 31 (1992).

    Article  CAS  Google Scholar 

  40. N. C. van de Merbel, M. Stenberg, R. Öste, G. Marko Varga, L. Gorton, H. Lingerman U. A. Th. Brinkman, Chromatographia41, 6 (1995).

    Article  Google Scholar 

  41. R. F. Chen, C. Scott, E. Trepman, Biochim. Biophys. Acta576, 440 (1979).

    CAS  Google Scholar 

  42. M. Martinez, A. Frank, E. Diez-Tejedor, A. Hermanz, J. Neural Transm.6, 1 (1993).

    Article  CAS  Google Scholar 

  43. M. Lehmann, M. Huonker, F. Diemo, N. Heinz, U. Gastmann, N. Treis, J. M. Steinacker, J. Keul, R. Kajewski, D. Häussinger, Int. J. Sports Med.16, 155 (1995).

    CAS  Google Scholar 

  44. M. Lehmann, H. Mann, U. Gastmann, J. Keul, D. Vetter, J. M. Steinacker, D. Häussiger, Int. J. Sports Med.17, 187 (1996).

    CAS  Google Scholar 

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Authors and Affiliations

  1. Department of Analytical and Marine Chemistry, Göteborg University, 41296, Göteborg, Sweden

    A. Tivesten & A. Lundqvist

  2. Analytical Research, Pharmaceutical R&D, Astra Hässle AB, 43183, Mölndal, Sweden

    S. Folestad

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  1. A. Tivesten
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  2. A. Lundqvist
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  3. S. Folestad
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Tivesten, A., Lundqvist, A. & Folestad, S. Selective chiral determination of aspartic and glutamic acid in biological samples by capillary electrophoresis. Chromatographia 44, 623–633 (1997). https://doi.org/10.1007/BF02466666

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