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Synthesis, characterization and enantioselectivity of cholic acid-bonded phases for high performance liquid chromatography

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Summary

Two cholic acid derivatives have been synthesized and bonded to porous silica via a hydride-modified substrate. The supports obtained, which were characterized by differential scanning calorimetric and infrared measurements, were found to be enantioselective for a variety of analytes in normal-phase high-performance liquid chromatography. Optimization of enantiomer separations was achieved by studying the influence of mobile phase composition. The effect of substituents on the retention and resolution of hydantoins and naphthylethyl-amines has been evaluated. General considerations of the separation mechanism on both stationary phases are discussed.

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References

  1. W. Hu, H. Haraguchi, Bull. Chem. Soc. Jpn,66, 1420 (1993).

    Article  CAS  Google Scholar 

  2. F.G. Sanchez, A.N. Diaz, A.G. Pareja, J. Chromatogr. A676, 347 (1994).

    Article  Google Scholar 

  3. R. O. Cole, M. J. Sepaniak, W. L. Hinze, J. Gorse, K. Oldiges, J. Chromatogr. A557, 113 (1991).

    Article  CAS  Google Scholar 

  4. C.L. Ng, C.P. Ong, H.K. Lee, S.F.Y. Li, J. Chromatogr. A680, 579 (1994).

    Article  CAS  Google Scholar 

  5. M. Nunez, J.E. Fergusson, D. Machacek, G. Jacob, R.P. Oda, G.W. Lawson, J.P. Landers, Anal. Chem.67, 3668 (1995).

    Article  CAS  Google Scholar 

  6. C. Bjergegaard, S. Michaelsen, P. Möller, H. Sörensen, J. Chromatogr. A717, 325 (1995).

    Article  CAS  Google Scholar 

  7. H. Nishi, S. Terabe, J. Chromatogr. A694, 245 (1995).

    Article  CAS  Google Scholar 

  8. R.W. Williams, Jr., Z.S. Fu, W.L. Hinze, J. Chromatogr. Sci.28, 292 (1990).

    CAS  Google Scholar 

  9. W.L. Hinze, R.W. Williams, Jr., Z.S. Fu, Y. Suzuki, F.H. Quina, Colloids Surf.48, 79 (1990).

    Article  CAS  Google Scholar 

  10. W. Hu, T. Takeuchi, H. Haraguchi, J. High Resol. Chromatogr.15, 275 (1992).

    Article  CAS  Google Scholar 

  11. W. Hu, T. Takeuchi, H. Haraguchi, Chromatographia,33, 63 (1992).

    Article  CAS  Google Scholar 

  12. W. Hu, T. Takeuchi, H. Haraguchi, Chromatographia33, 63 (1992).

    Article  CAS  Google Scholar 

  13. T. Takeuchi, T. Miwa, Kuromatogurafi,13, 289 (1992).

    CAS  Google Scholar 

  14. T. Takeuchi, T. Miwa, Chromatographia34, 386 (1992).

    Article  CAS  Google Scholar 

  15. W. Hu, H. Haraguchi, Bull. Chem. Soc. Jpn66, 1967 (1993).

    Article  CAS  Google Scholar 

  16. K. Kitahara, T. Masuda, Y. Nishimura, M. Tonegawa, J. Yamashita, N. Takai, T. Takano, Bull. Tokyo Med. Coll.21, 43 (1995).

    CAS  Google Scholar 

  17. T. Kajima, Y. Iimura, N. Suzuki, N. Asakawa, T. Hatsutori, H. Sugimoto, Jpn. Kokai Tokyo Koho JP 04,211,022 (1992).

  18. C.H. Chu, E. Jonsson, M. Auvien, J.J. Pesek, J.E. Sandoval, Anal. Chem.65, 808 (1993).

    Article  CAS  Google Scholar 

  19. C. Delaurent, V. Tomao, A.M. Siouffi, Chromatographia45, 355 (1997).

    CAS  Google Scholar 

  20. G.E. Berendsen, L. De Galan, J. Liq. Chromatogr.1, 561 (1978).

    CAS  Google Scholar 

  21. M. Tanaka, M. Yoshinaga, M. Iro, H. Ueda, Anal. Sci.11, 227 (1995).

    CAS  Google Scholar 

  22. T. Ihara, Y. Sugimoto, M. Asada, T. Nakagama, T. Hobo, J. Chromatogr. A694, 49 (1995).

    Article  CAS  Google Scholar 

  23. W.H. Pirkle, L.J. Brice, G.J. Tenfloth, J. Chromatogr. A753, 109 (1996).

    Article  CAS  Google Scholar 

  24. G. Coquerel, S. Petit, J. Crystal Growth130, 173 (1993).

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. IRCOF, Laboratoire d’Hétérochimie Organique, Faculté des Sciences et Techniques, Université de Rouen, 76821, Mont Saint Aignan Cedex, France

    L. Vaton-Chanvrier, V. Peulon, Y. Combret & J. C. Combret

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  1. L. Vaton-Chanvrier
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  2. V. Peulon
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  3. Y. Combret
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  4. J. C. Combret
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Vaton-Chanvrier, L., Peulon, V., Combret, Y. et al. Synthesis, characterization and enantioselectivity of cholic acid-bonded phases for high performance liquid chromatography. Chromatographia 46, 613–622 (1997). https://doi.org/10.1007/BF02490521

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  • DOI: https://doi.org/10.1007/BF02490521

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