Skip to main content
SpringerLink
Log in

The effect of Pluronics on the photocatalytic activity of water-soluble porphyrins

  • Solutions
  • Published:
Polymer Science Series A Aims and scope Submit manuscript

Abstract

Solubilization of hydrophilic porphyrins, 2,7,12,18-tetramethyl-3,8-di(1-methoxyethyl)-13,17-di(2-oxycarbonylethyl) porphyrin disodium salt (dimegin) and N-methyl-di-D-glucose amine salt of chlorine e 6 (photoditazine), as well water-insoluble meso-tetraphenylorphyrin in the micelles of Pluronics (triblock copolymers and propylene oxide and ethylene oxide), increases the photocatalytic activity of porphyrins in the course of the oxidation of L-tryptophan in aqueous salt-containing solutions. The maximum photocatalytic activity is attained for the photocatalysts based on the Pluronics P85 and F127 containing 50–70% ethylene oxide units. As a result of solubilization, the activity of tetraphenylporphyrin increases by a factor of 50, while the activities of hydrophilic dimegin and photoditazine increase by factors of 1.5 and 6, respectively. The increased activity of tetraphenylporphyrin is due to the dissolution and dissociation of aggregates in the presence of Pluronics. The increased activity of dimegin, which is known to aggregate in water, is primarily provided by disaggregation. In the case of photoditazine, which does not form aggregates in aqueous solutions and is likely to be localized in the polar micellar “crown,” the effect of a polymer is due to the local concentration of both a substrate and a catalyst in the micellar pseudophase.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

We’re sorry, something doesn't seem to be working properly.

Please try refreshing the page. If that doesn't work, please contact support so we can address the problem.

References

  1. G. Wanka, H. Hoffman, and W. Ulbricht, Macromolecules 27, 4145 (1994).

    Article  CAS  Google Scholar 

  2. K. Mortensen and W. Brown, Macromolecules 26, 4128 (1993).

    Article  CAS  Google Scholar 

  3. A. V. Kabanov, E. V. Batrakova, N. S. Melik-Nubarov, et al., J. Controlled Release 22, 141 (1992).

    Article  CAS  Google Scholar 

  4. N. Y. Rapoport, J. N. Herron, W. G. Pitt, and L. Pitina, J. Controlled Release 58, 153 (1999).

    Article  CAS  Google Scholar 

  5. A. F. Mironov, in Progress in Porphyrin Chemistry (Nauchno-Issled. Inst. Khim., S.-Peterb. Gos. Univ., St. Petersburg, 1997), Vol. 1, p. 357.

    Google Scholar 

  6. V. V. Sokolov, E. F. Stranadko, N. N. Zharkova, et al., Vopr. Onkol. 41, 134 (1995).

    CAS  Google Scholar 

  7. A. K. Iyer, K. Greish, J. Fang, et al., Biomaterials 28, 1871 (2007).

    Article  CAS  Google Scholar 

  8. Y. Takeuchi, K. Kurohane, K. Ichikawa, et al., Bioconjug. Chem. 14, 790 (2003).

    Article  CAS  Google Scholar 

  9. C. A. Steinbeck, N. Hedin, and B. F. Chmelka, Langmuir 20, 10399 (2004).

    Article  CAS  Google Scholar 

  10. N. Nishiyama and K. Kataoka, Pharmacol. Ther. 112, 630 (2006).

    Article  CAS  Google Scholar 

  11. Z. Sezgin, N. Yuksel, and T. Baykara, Int. J. Pharm. 332, 161 (2007).

    Article  CAS  Google Scholar 

  12. A. Roby, S. Erdogan, and V. P. Torchilin, Eur. J. Pharm. Biopharm. 62, 235 (2006).

    Article  CAS  Google Scholar 

  13. A. B. Solov’eva, N. S. Melik-Nubarov, N. A. Aksenova, et al., Zh. Fiz. Khim. 80, 124 (2006).

    Google Scholar 

  14. M. Yu. Kozlov, N. S. Melik-Nubarov, E. V. Batrakova, and A. V. Kabanov, Macromolecules 33, 3305 (2000).

    Article  CAS  Google Scholar 

  15. I. Goldmints, F. K. von Gottberg, K. A. Smith, and T. A. Hatton, Langmuir 13, 3659 (1997).

    Article  CAS  Google Scholar 

  16. Z. Zhou and B. J. Chu, J. Colloid Interface Sci. 126, 171 (1988).

    Article  Google Scholar 

  17. V. S. Bugrin, M. Yu. Kozlov, I. I. Baskin, and N. S. Melik-Nubarov, Polymer Science, Ser. A 49, 463 (2007) [Vysokomol. Soedin., Ser. A 49, 701 (2007)].

    Article  Google Scholar 

  18. Principles of Fluorescence Spectroscopy, Ed. by J. Lakowicz (Plenum, New York, 1983; Mir, Moscow, 1986).

    Google Scholar 

  19. M. R. Iesce, F. Cermola, and F. Temussi, Curr. Org. Chem. 9, 109 (2005).

    Article  CAS  Google Scholar 

  20. N. S. Enikolopyan and A. B. Solov’eva, Zh. Fiz. Khim. 62, 2289 (1988).

    CAS  Google Scholar 

  21. I. V. Berezin, K. Martinek, and A. K. Yatsimirskii, Usp. Khim. 42, 787 (1973).

    Google Scholar 

  22. J. J. H. Nusselder, T. J. De Groot, M. Trimbos, and J. B. F. N. Engberts, J. Org. Chem. 53, 2423 (1988).

    Article  CAS  Google Scholar 

  23. T. I. Rokitskaya, M. Block, Y. N. Antonenko, et al., Biophys. J. 78, 2572 (2000).

    Article  CAS  Google Scholar 

  24. K. Mortensen and J. S. Pedersen, Macromolecules 26, 805 (1993).

    Article  CAS  Google Scholar 

  25. M. Malmsten and B. Lindman, Macromolecules 25, 5440 (1992).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Faculty of Chemistry, Moscow State University, Moscow, 119991, Russia

    T. M. Zhientaev, N. S. Melik-Nubarov & E. A. Litmanovich

  2. Semenov Institute of Chemical Physics, Russian Academy of Sciences, ul. Kosygina 4, Moscow, 119991, Russia

    N. A. Aksenova, N. N. Glagolev & A. B. Solov’eva

Authors
  1. T. M. Zhientaev
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. N. S. Melik-Nubarov
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. E. A. Litmanovich
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. N. A. Aksenova
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. N. N. Glagolev
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. A. B. Solov’eva
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to N. S. Melik-Nubarov.

Additional information

Original Russian Text © T.M. Zhientaev, N.S. Melik-Nubarov, E.A. Litmanovich, N.A. Aksenova, N.N. Glagolev, A.B. Solov’eva, 2009, published in Vysokomolekulyarnye Soedineniya, Ser. A, 2009, Vol. 51, No. 5, pp. 757–767.

This study was supported by the Program of Fundamental Studies, Division of Chemistry and Materials Science, Russian Academy of Sciences, State Contract no. 10002-251 (07/125-121/200704-032); by the Russian Foundation for Basic Research, project no. 07-02-00066-a; and by a grant for State Support of Leading Scientific Schools, Nsh-5899.2006.3.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Zhientaev, T.M., Melik-Nubarov, N.S., Litmanovich, E.A. et al. The effect of Pluronics on the photocatalytic activity of water-soluble porphyrins. Polym. Sci. Ser. A 51, 502–511 (2009). https://doi.org/10.1134/S0965545X09050034

Download citation

  • Received:

  • Revised:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S0965545X09050034

Keywords

Search

Navigation