Log in

1H NMR Study of Heteroassociation of Ethidium Homodimer and Propidium Iodide in Water

  • Published:
Journal of Structural Chemistry Aims and scope Submit manuscript

Abstract

1D and 2D 1H NMR spectroscopy (500 MHz) was used to study heteroassociation of the bifunctional intercalator ethidium homodimer (EBH) with a phenanthridine dye propidium iodide (PI) in an aqueous salt (0.1 mol/l NaCl). A physical model of equilibrium between various associated forms of ethidium homodimer and propidium in solution is suggested, the most probable forms being 1:1 and 1:2 complexes of PI with the EBH monomer and dimer. The chemical shifts of the EBH molecule in heterocomplexes, as well as the equilibrium constants and the thermodynamic parameters (enthalpy, entropy) of heteroassociations, were calculated from the concentration and temperature dependences of the proton chemical shifts. It is concluded that the propidium molecule is built (intercalated) into the EBH monomer and dimer to form 1:1 and 1:2 complexes mainly stabilized by dispersive and hydrophobic interactions.

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

Access this article

Subscribe and save

Springer+ Basic
EUR 32.99 /Month
  • Get 10 units per month
  • Download Article/Chapter or Ebook
  • 1 Unit = 1 Article or 1 Chapter
  • Cancel anytime
Subscribe now

Buy Now

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. L. Karawajew, E. N. Glibin, V. Ya. Maleev, et al., Anticancer Drug Design, 15, 331–338 (2000).

    CAS  Google Scholar 

  2. H. Kimura and T. Aoyama, J. Pharmacobiodyn., 12, 589–595 (1989).

    CAS  PubMed  Google Scholar 

  3. F. Traganos, J. Kapuscinski, and Z. Darzynkiewicz, Cancer Res., 51, 3682–3689 (1991).

    CAS  PubMed  Google Scholar 

  4. R. W. Larsen, R. Jasuja, R. Hetzler, et al., Biophys. J., 70, 443–452 (1996).

    CAS  PubMed  Google Scholar 

  5. D. B. Davies, D. A. Veselkov, L. N. Djimant, and A. N. Veselkov, Eur. Biophys. J., 30, 354–366 (2001).

    Article  CAS  PubMed  Google Scholar 

  6. D. B. Davies, D. A. Veselkov, and A. N. Veselkov, ibid., 31, 153–162 (2002).

    Article  CAS  PubMed  Google Scholar 

  7. J. P. Jacobsen, J. B. Pedersen, L. F. Hansen, and D. E. Wemmer, Nucleic Acids Res., 23, 753–760 (1995).

    CAS  PubMed  Google Scholar 

  8. B. Gaugain, J. Barbet, R. Oberlin, et al., Biochemistry, 17, 5071–5078 (1978).

    CAS  PubMed  Google Scholar 

  9. J. B. Le Pecq, M. Le Bret, J. Barbet, and B. P. Roques, Proc. Natl. Acad. Sci. USA, 72, 2915–2919 (1975).

    PubMed  Google Scholar 

  10. E. S. Canellakis, Y. H. Schaw, W. E. Hanners, and R. A. Schwartz, Biochim. Biophys. Acta, 418, 277–288 (1976).

    CAS  PubMed  Google Scholar 

  11. B. K. Sinha, R. M. Philen, R. Sato, and R. L. Cysyk, J. Med. Chem., 20, 1528–1539 (1977).

    Article  CAS  PubMed  Google Scholar 

  12. B. Gaugain, J. Barbet, N. Capelle, et al., Biochemistry, 17, 5078–5088 (1978).

    Article  CAS  PubMed  Google Scholar 

  13. A. N. Veselkov, M. P. Evstigneev, S. A. Hernandez, et al., Fiz. Khim., 77, 2060–2067 (2003).

    CAS  Google Scholar 

  14. A. N. Veselkov, M. P. Evstigneev, V. V. Kodintsev, et al., ibid., 75, 879–884 (2001).

    CAS  Google Scholar 

  15. D. A. Veselkov, D. B. Davies, L. N. Djimant, and A. N. Veselkov, Biopolimer. Klet., 16, 468–481 (2000).

    CAS  Google Scholar 

  16. D. B. Davies, D. A. Veselkov, and A. N. Veselkov, Mol. Phys., 97, 439–451 (1999).

    Article  CAS  Google Scholar 

  17. J. Markovitz, J. Ramstein, B. P. Roques, and J. B. Le Pecq, Biochemistry, 22, 3231–3240 (1983).

    Article  PubMed  Google Scholar 

  18. D. J. Patel and L. L. Canuel, Proc. Natl. Acad. Sci. USA, 74, 5207–5211 (1977).

    CAS  PubMed  Google Scholar 

  19. D. B. Davies, L. N. Djimant, and A. N. Veselkov, J. Chem. Soc. Faraday Trans., 2, 383–390 (1996).

    Article  Google Scholar 

  20. H. P. Hopkins, J. Fumero, and W. D. Wilson, Biopolymers, 29, 445–459 (1990).

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Original Russian Text Copyright © 2004 by A. N.Veselkov, M. P. Evstigneev, S. A. Hernandez, O. V. Rogova, D. A. Veselkov, and D. B. Davies

__________

Translated from Zhurnal Strukturnoi Khimii, Vol. 45, No. 5, pp. 837–843, September–October, 2004.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Veselkov, A.N., Evstigneev, M.P., Hernandez, S.A. et al. 1H NMR Study of Heteroassociation of Ethidium Homodimer and Propidium Iodide in Water. J Struct Chem 45, 793–799 (2004). https://doi.org/10.1007/s10947-005-0060-3

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10947-005-0060-3

Keywords

Navigation