Interaction of tetraphenyl-porphyrin derivatives with DPPC-liposomes: An EPR study

István Voszka, Zsófia Szabó, G. Csík, Philip Maillard, P. Gróf

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

The effect of the symmetry and polarity of the porphyrin molecules on their membrane localization and interaction with membrane lipids were investigated by electron paramagnetic resonance (EPR). For this purpose, two glycoconjugated tetraphenyl porphyrin derivatives were selected, respectively, symmetrically and asymmetrically substituted. Small unilamellar liposomes composed of dipalmitoylphosphatidylcholine (DPPC) and spin labeled stearic acids were prepared. The spin probe was located at the 5th or 7th or 12th or 16th position of the hydrocarbon chain in order to monitor various regions of the lipid bilayer. EPR spectra of porphyrin-free and porphyrin-bound liposomes were recorded at various temperatures below and above the phase transition temperature of DPPC. The effect on membrane fluidity proved to be stronger with the asymmetrical porphyrin derivative than with the symmetrical one. rigidity increased when the spin label was near lipid head groups. The difference observed between control and porphyrintreated samples when measured below the main lipid transition temperature disappeared at higher temperature. When the spin label was near the end of the hydrophobic tails, the symmetrical porphyrin derivative caused increase in fluidity, while the asymmetrical one slightly decreased it. To explain this phenomenon we propose that the asymmetrical derivative exerts a stronger ordering effect caused by its fluorophenyl group located at the level of the lipid heads, which is attenuated to the hydrophobic tails. The perturbing effect of the symmetric derivative could not lead to similar extent of ordering at the head groups and looses the hydrocarbon chains deeper in the membrane.

Original languageEnglish
Pages (from-to)83-88
Number of pages6
JournalJournal of Photochemistry and Photobiology, B: Biology
Volume79
Issue number2
DOIs
Publication statusPublished - May 13 2005

Fingerprint

1,2-Dipalmitoylphosphatidylcholine
porphyrins
Liposomes
electron paramagnetic resonance spectroscopy
Porphyrins
Electron Spin Resonance Spectroscopy
Paramagnetic resonance
electron paramagnetic resonance
chemical derivatives
lipids
Derivatives
Lipids
membranes
Spin Labels
Fluidity
Transition Temperature
interactions
Hydrocarbons
Membranes
Superconducting transition temperature

Keywords

  • Electron paramagnetic resonance
  • Liposome
  • Phosphatidylcholine
  • Photosensitizer
  • Porphyrin
  • Spin labeling

ASJC Scopus subject areas

  • Plant Science
  • Bioengineering
  • Physical and Theoretical Chemistry

Cite this

Interaction of tetraphenyl-porphyrin derivatives with DPPC-liposomes : An EPR study. / Voszka, István; Szabó, Zsófia; Csík, G.; Maillard, Philip; Gróf, P.

In: Journal of Photochemistry and Photobiology, B: Biology, Vol. 79, No. 2, 13.05.2005, p. 83-88.

Research output: Contribution to journalArticle

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