Skip to main content
Log in

Hydrogen-Bonding Ionophores for Inorganic Anions and Nucleotides and Their Application in Chemical Sensors

  • Published:
Journal of inclusion phenomena and molecular recognition in chemistry Aims and scope Submit manuscript

Abstract

The potential and limits of hydrogen-bonding ionophores and their use in chemical sensors are discussed. Several hydrogen-bonding bis-thiourea ionophores have been found to complex inorganic anions, among them most strongly H2PO4-. Using such ionophores, ion-selective electrodes for chloride and sulfate have been developed. Furthermore, hosts that bind nucleotides with up to five hydrogen bonds have been synthesized. They have been applied in nucleotide selective electrodes, optodes and voltammetric sensors mimicking ion channels.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. E. Bakker, P. Bühlmann, and E. Pretsch: Chem. Rev. 97, 3083 (1997).

    Google Scholar 

  2. P. Bühlmann, E. Bakker, and E. Pretsch: Chem. Rev. 98, 1593 (1998).

    Google Scholar 

  3. For references see [7, 8].

  4. B.C. Hamann, N.R. Branda, and J. Rebek, Jr.: Tetrahedron Lett. 34, 6837 (1993).

    Google Scholar 

  5. E. Fan, S.A. Van Arman, S. Kincaid, and A.D. Hamilton: J. Am. Chem. Soc. 115, 369 (1993).

    Google Scholar 

  6. T.R. Kelly, and M.H. Kim: J. Am. Chem. Soc. 116, 7072 (1994).

    Google Scholar 

  7. S. Nishizawa, P. Bühlmann, M. Iwao, and Y. Umezawa: Tetrahedron Lett. 36, 6483 (1995).

    Google Scholar 

  8. P. Bühlmann, S. Nishizawa, K.P. Xiao, and Y. Umezawa: Tetrahedron 53, 1647 (1997).

    Google Scholar 

  9. R.P. Dixon, S.J. Geib, and A.D. Hamilton: J. Am. Chem. Soc. 114, 365 (1992).

    Google Scholar 

  10. F.G. Bordwell, D.J. Algrim, and J.A. Harrelson Jr.: J. Am. Chem. Soc. 110, 5903 (1988).

    Google Scholar 

  11. K.P. Xiao, P. Bühlmann, S. Nishizawa, S. Amemiya, and Y. Umezawa: Anal. Chem. 69, 1038 (1997).

    Google Scholar 

  12. S. Nishizawa, P. Bühlmann, K.P. Xiao, and Y. Umezawa: Anal. Chim. Acta, 358, 35 (1998).

    Google Scholar 

  13. P. Bühlmann, S. Yajima, K. Tohda, and Y. Umezawa: Electrochim. Acta 40, 3021 (1995).

    Google Scholar 

  14. S. Yajima, K. Tohda, P. Bühlmann, and Y. Umezawa: Anal. Chem. 69, 1919 (1997).

    Google Scholar 

  15. W. Wróblewski, Z. Brzózka, D.M. Rudkevich, and D.N. Reinhoudt: Sens. Actuators, B 37, 151 (1996).

    Google Scholar 

  16. Y. Umezawa, M. Kataoka, W. Takami, E. Kimura, T. Koike, and H. Nada: Anal. Chem. 60, 2392 (1988).

    Google Scholar 

  17. R. Naganawa, M. Kataoka, K. Odashima, Y. Umezawa, E. Kimura, and T. Koike: Bunseki Kagaku 39, 671 (1990).

    Google Scholar 

  18. K. Tohda, M. Tange, K. Odashima, Y. Umezawa, H. Furuta, and J.L. Sessler: Anal. Chem. 64, 960 (1992).

    Google Scholar 

  19. K. Tohda, R. Naganawa, X.M. Lin, M. Tange, K. Umezawa, K. Odashima, Y. Umezawa, H. Furuta, and J.L. Sessler: Sens. Actuators, B 13–14, 669 (1993).

    Google Scholar 

  20. S. Amemiya, P. Bühlmann, K. Tohda, and Y. Umezawa: Anal. Chim. Acta 341, 129 (1997).

    Google Scholar 

  21. S. Amemiya, P. Bühlmann, and Y. Umezawa: J. Chem. Soc., Chem. Commun. 1027 (1997).

  22. P. Bühlmann, M. Badertscher, and W. Simon: Tetrahedron 49, 595 (1993).

    Google Scholar 

  23. P. Bühlmann, and W. Simon: Tetrahedron 49, 7627 (1993).

    Google Scholar 

  24. D.L. Beckles, J. Maioriello, V.J. Santora, T.W. Bell, E. Chapoteau, B.P. Czech, and A. Kumar: Tetrahedron 51, 363 (1995).

    Google Scholar 

  25. K. Taguchi, K. Ariga, and T. Kunitake: Chem. Lett. 701 (1995).

  26. K. Tohda, S. Amemiya, T. Ohki, S. Nagahora, S. Tanaka, P. Bühlmann, and Y. Umezawa: Isr. J. Chem. 37, 267 (1997).

    Google Scholar 

Download references

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Bühlmann, P., Amemiya, S., Nishizawa, S. et al. Hydrogen-Bonding Ionophores for Inorganic Anions and Nucleotides and Their Application in Chemical Sensors. Journal of Inclusion Phenomena 32, 151–163 (1998). https://doi.org/10.1023/A:1008055225528

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1008055225528

Navigation