Molecularly imprinted polymer combinatorial libraries for multiple simultaneous chiral separations

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Laurent Sabourin, Richard J. Ansell, Klaus Mosbach and Ian A. Nicholls


Abstract

We demonstrate that the ligand cross-reactivities of molecularly imprinted polymers can be beneficially employed for the simultaneous separation of different stereoisomeric structures. In this study, a limited molecularly imprinted polymer combinatorial library has been prepared and used for the simultaneous separation of a mixture of N-tert-butyloxycarbonyl-L-phenylalanine, N-tert-butyloxycarbonyl-D-phenylalanine, N-acetyl-L-phenylalaninyl-L-tryptophanyl methyl ester, N-acetyl-D-phenylalaninyl-D- tryptophanyl methyl ester, yohimbine and corynanthine.


References

  1. S. C. Stinson, Chem. Eng. News., Sept. 27, 1993, 38 Search PubMed.
  2. I. Amato, Science, 1992, 256, 964 CAS.
  3. S. Ahuja, in The Impact of Stereochemistry on Drug Development and Use, ed. Aboul-Einen and I. W. Wainer, Wiley, New York, 1997, ch. 10, p. 287 Search PubMed.
  4. I. A. Nicholls, L. I. Andersson, K. Mosbach and B. Ekberg, Trends Biotechnol., 1995, 13, 47 CrossRef CAS.
  5. H. S. Andersson and I. A. Nicholls, Recent Res. Develop. Pure Appl. Chem., 1997, 1, 133 Search PubMed.
  6. K. Mosbach and O. Ramström, Biotechnology, 1996, 14, 163 Search PubMed.
  7. G. Wulff, Angew. Chem. Int. Ed. Engl., 1995, 34, 1812 CrossRef CAS.
  8. K. J. Shea, Trends Polym. Sci., 1994, 2, 166 Search PubMed.
  9. S. A. Piletsky, I. A. Butovich and V. P. Kukhar, Zh. Anal. Khim., 1992, 47, 1661 Search PubMed.
  10. D. Kriz and K. Mosbach, Anal. Chim. Acta, 1994, 300, 71 CrossRef CAS.
  11. G. Vlatakis, L. I. Andersson, R. Müller and K. Mosbach, Nature (London), 1993, 351, 645 CrossRef.
  12. I. A. Nicholls, Chem. Lett., 1995, 1035 CAS.
  13. J. Alper, Science, 1994, 264, 1399 CAS.
  14. D. D. Perrin and W. L. F. Armarego, Purification of Laboratory Chemicals, Pergamon Press, Oxford, 3rd edn., 1988 Search PubMed.
  15. O. Ramström, I. A. Nicholls and K. Mosbach, Tetrahedron: Asymmetry, 1994, 5, 649 CrossRef.
  16. D. J. O'Shannessy, B. Ekberg, L. I. Andersson and K. Mosbach, J. Chromatogr., 1989, 470, 391 CrossRef CAS.
  17. J. Berglund, I. A. Nicholls, C. Lindbladh and K. Mosbach, Biomed. Chem. Lett., 1996, 6, 2237 Search PubMed.
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