Jump to main content
Jump to site search

Issue 5, 2009
Previous Article Next Article

Photophysical properties and intracellular imaging of water-soluble porphyrin dimers for two-photon excited photodynamic therapy

Author affiliations

Abstract

We have investigated the photophysical properties and intracellular behaviour of a series of hydrophilic conjugated porphyrin dimers. All the dimers exhibit intense linear absorption at 650–800 nm and high singlet oxygen quantum yields (0.5–0.9 in methanol), as required for an efficient sensitiser for photodynamic therapy (PDT). They also exhibit fluorescence at 700–800 nm, with fluorescence quantum yields of up to 0.13 in methanol, and show extremely large two-photon absorption maxima of 8,000–17,000 GM in the near-IR. The dimers aggregate in aqueous solution, but aggregation is reduced by binding to bovine serum albumin (BSA), as manifested by an increase in fluorescence intensity and a sharpening in the emission bands. This process can be regarded as a model for the interaction with proteins under physiological conditions. Confocal fluorescence microscopy of live cells was used to monitor the rate of cellular uptake, intracellular localisation and photostability. Porphyrin dimers with positively charged substituents partition into cells more efficiently than the negatively charged dimers. The photostability of these dimers, in living cells, is significantly better than that of the clinical photosensitiser verteporfin. Analysis of the photophysical parameters and intracellular imaging data indicates that these dimers are promising candidates for one-photon and two-photon excited PDT.

Graphical abstract: Photophysical properties and intracellular imaging of water-soluble porphyrin dimers for two-photon excited photodynamic therapy

Back to tab navigation

Supplementary files

Publication details

The article was received on 27 Aug 2008, accepted on 10 Nov 2008 and first published on 09 Jan 2009


Article type: Paper
DOI: 10.1039/B814791D
Citation: Org. Biomol. Chem., 2009,7, 889-896
  •   Request permissions

    Photophysical properties and intracellular imaging of water-soluble porphyrin dimers for two-photon excited photodynamic therapy

    M. K. Kuimova, H. A. Collins, M. Balaz, E. Dahlstedt, J. A. Levitt, N. Sergent, K. Suhling, M. Drobizhev, N. S. Makarov, A. Rebane, H. L. Anderson and D. Phillips, Org. Biomol. Chem., 2009, 7, 889
    DOI: 10.1039/B814791D

Search articles by author

Spotlight

Advertisements