Skip to main content
Log in

Zinc phthalocyanine-based water-soluble thiolated photosensitizer and its conjugates with gold nanoparticles: Synthesis and spectral properties

  • Published:
Colloid Journal Aims and scope Submit manuscript

Abstract

A new photosensitizer, monoconjugate of zinc octa-4,5-carboxy-phthalocyanine with L-cysteine, which is rather readily soluble in water, has been synthesized and characterized. The chemisorption of its molecules on the surface of gold nanoparticles with different sizes has been studied. A comparative analysis of the spectral characteristics of the synthesized conjugates of gold nanoparticles with the photosensitizer has shown that the photosensitizer grafted to gold nanoparticles exhibits rather intense fluorescence. Therefore, such conjugates can be used for photodynamic therapy of tumors.

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. Daniel, M.-C. and Astruc, D., Chem. Rev., 2004, vol. 104, p. 293.

    Article  CAS  Google Scholar 

  2. Ghosh, P., Han, G., De, M., Kim, C.K., and Rotello, V.M., Adv. Drug Deliv. Rev., 2008, vol. 60, p. 1307.

    Article  CAS  Google Scholar 

  3. Mayer, K.M. and Hafner, J.H., Chem. Rev., 2011, vol. 111, p. 3828.

    Article  CAS  Google Scholar 

  4. Saha, K., Agasti, S.S., Kim, C., Li, X., and Rotello, V.M., Chem. Rev., 2012, vol. 112, p. 2739.

    Article  CAS  Google Scholar 

  5. Llevot, A. and Astruc, D., Chem. Soc. Rev., 2012, vol. 41, p. 242.

    Article  CAS  Google Scholar 

  6. Louis, C. and Pluchery, O., Gold Nanoparticles for Physics, Chemistry and Biology, London: Imperial College Press, 2012.

    Book  Google Scholar 

  7. Vigderman, L. and Zubarev, E.R., Adv. Drug Deliv. Rev., 2013, vol. 65, p. 663.

    Article  CAS  Google Scholar 

  8. Erickson, T.A. and Tunnell, J.W., in Nanomaterials for the Life Sciences. Vol. 3: Mixed Metal Nanomaterials, Kumar, C.S.S.R., Ed., Weinheim: Wiley-VCH, 2009, p. 1.

  9. Wang, B., He, X., Zhang, Z., Zhao, Y., and Feng, W., Acc. Chem. Res., 2013, vol. 46, p. 761.

    Article  CAS  Google Scholar 

  10. Wilson, B.C. and Patterson, M.S., Phys. Med. Biol., 2008, vol. 53, p. R61.

    Article  CAS  Google Scholar 

  11. Celli, J.P., Spring, B.Q., Rizvi, I., Evans, C.L., Samkoe, K.S., Verma, S., Pogue, B.W., and Hasan, T., Chem. Rev., 2010, vol. 110, p. 2795.

    Article  CAS  Google Scholar 

  12. Oo, M.K.K., Yang, Y., Hu, Y., Gomez, M., Du, H., and Wang, H., ACS Nano, 2012, vol. 6, p. 1939.

    Article  Google Scholar 

  13. Zhang, Y., Aslan, K., Previte, M.J.R., and Geddes, C.D., PNAS, 2008, vol. 105, p. 1798.

    Article  CAS  Google Scholar 

  14. Li, L., Chen, J.-Y., Wu, X., Wang, P.-N., and Peng, Q., J. Phys. Chem. B, 2010, vol. 114, p. 17194.

    Article  CAS  Google Scholar 

  15. Jang, B., Park, J.-Y., Tung, C.-H., Kim, I.-H., and Choi, Y., ACS Nano, 2011, vol. 5, p. 1086.

    Article  CAS  Google Scholar 

  16. Master, A., Livingston, M., and Gupta, A.S., J. Control. Release, 2013, vol. 168, p. 88.

    Article  CAS  Google Scholar 

  17. Doane, T. and Burda, C., Adv. Drug. Deliv. Rev., 2013, vol. 65, p. 607.

    Article  CAS  Google Scholar 

  18. Cheng, Y., Samia, A.C., Li, J., Kenney, M.E., Resnick, A., and Burda, C., Langmuir, 2010, vol. 26, p. 2248.

    Article  CAS  Google Scholar 

  19. Cheng, Y., Meyers, J.D., Broome, A.-M., Kenney, M.E., Basilion, J.P., and Burda, C., J. Am. Chem. Soc., 2011, vol. 133, p. 2583.

    Article  CAS  Google Scholar 

  20. Hone, D.C., Walker, P.I., Evans-Gowing, R., Fitzgerald, S., Beeby, A., Chambrier, I., Cook, M.J., and Russell, D.A., Langmuir, 2002, vol. 18, p. 2985.

    Article  CAS  Google Scholar 

  21. Wieder, M.E., Hone, D.C., Cook, M.J., Handsley, M.M., Gavrilovic, J., and Russell, D.A., Photochem. Photobiol. Sci., 2006, vol. 5, p. 727.

    Article  CAS  Google Scholar 

  22. Kotiaho, A., Lahtinen, R., Efimov, A., Metsberg, H.-K., Sariola, E., Lehtivuori, H., Tkachenko, N.V., and Lemmetyinen, H., J. Phys. Chem. C, 2010, vol. 114, p. 162.

    Article  CAS  Google Scholar 

  23. Stuchinskaya, T., Moreno, M., Cook, M.J., Edwards, D.R., and Russell, D.A., Photochem. Photobiol. Sci., 2011, vol. 10, p. 822.

    Article  CAS  Google Scholar 

  24. Obaid, G., Chambrier, I., Cook, M.J., and Russell, D.A., Angew. Chem., Int. Ed. Engl., 2012, vol. 51, p. 6158.

    Article  CAS  Google Scholar 

  25. Nombona, N., Maduray, K., Antunes, E., Karsten, A., and Nyokong, T., J. Photochem. Photobiol. B, 2012, vol. 107, p. 35.

    Article  CAS  Google Scholar 

  26. Ogunsipe, A., Chen, J.-Y., and Nyokong, T., New J. Chem., 2004, vol. 28, p. 822.

    Article  CAS  Google Scholar 

  27. Mikhalenko, S.A., Solov’eva, L.I., and Luk’yanets, E.A., Zh. Org. Khim., 2004, vol. 74, p. 496.

    Google Scholar 

  28. Turkevich, J., Stevenson, P.C., and Hillier, J., Discuss. Faraday Soc., 1951, vol. 11, p. 55.

    Article  Google Scholar 

  29. Jana, N.R., Gearheart, L., and Murphy, C.J., Adv. Mater. (Weinheim, Fed. Repub. Ger.), 2001, vol. 13, p. 1389.

    Article  CAS  Google Scholar 

  30. Duff, D.G., Baiker, A., and Edwards, P.P., Langmuir, 1993, vol. 9, p. 2301.

    Article  CAS  Google Scholar 

  31. Zhang, J., Fu, Y., Chowdhury, M.H., and Lakowicz, J.R., J. Phys. Chem. C, 2007, vol. 111, p. 11784.

    Article  CAS  Google Scholar 

  32. Acuna, G.P., Bucher, M., Stein, I.H., Steinhauer, C., Kuzyk, A., Holzmeister, P., Schreiber, R., Moroz, A., Stefani, F.D., Liedl, T., Simmel, F.C., and Tinnefeld, P., ACS Nano, 2012, vol. 6, p. 3189.

    Article  CAS  Google Scholar 

  33. Anger, P., Bharadwaj, P., and Novotny, L., Phys. Rev. Lett., 2006, vol. 96, p. 113002.

    Article  Google Scholar 

  34. Ershov, B.G., Roldughin, V.I., Rudoy, V.M., Morozov, P.A., and Dement’eva, O.V., Colloid J., 2012, vol. 74, p. 686.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to O. V. Dement’eva.

Additional information

Original Russian Text © O.V. Dement’eva, M.M. Vinogradova, E.A. Luk’yanets, L.I. Solov’eva, V.A. Ogarev, V.M. Rudoy, 2014, published in Kolloidnyi Zhurnal, 2014, Vol. 76, No. 5, pp. 587–593.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Dement’eva, O.V., Vinogradova, M.M., Luk’yanets, E.A. et al. Zinc phthalocyanine-based water-soluble thiolated photosensitizer and its conjugates with gold nanoparticles: Synthesis and spectral properties. Colloid J 76, 539–545 (2014). https://doi.org/10.1134/S1061933X14050068

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1061933X14050068

Keywords

Navigation