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Biochemistry (Moscow)

, Volume 74, Issue 9, pp 1021–1026 | Cite as

Interaction of tetrasubstituted cationic aluminum phthalocyanine with artificial and natural membranes

  • A. A. Pashkovskaya
  • I. V. Perevoshchikova
  • V. E. Maizlish
  • G. P. Shaposhnikov
  • E. A. Kotova
  • Yu. N. AntonenkoEmail author
Article

Abstract

A study of the properties of water-soluble tetrasubstituted cationic aluminum phthalocyanine (AlPcN4) revealed efficient binding of this photosensitizer to phospholipid membranes as compared with tetrasulfonated aluminum and zinc phthalocyanine complexes. This also manifested itself in enhanced photodynamic activity of AlPcN4 as measured by the photosensitized damage of gramicidin channels in a planar bilayer lipid membrane. The largest difference in the photodynamic activity of cationic and anionic phthalocyanines was observed in a membrane containing negatively charged lipids, thereby pointing to significant contribution of electrostatic interactions to the binding of photosensitizers to a membrane. Fluoride anions suppressed the photodynamic activity and binding to membrane of both tetraanionic and tetracationic aluminum phthalocyanines, which supports our hypothesis that interaction of charged metallophthalocyanines with phospholipid membranes is mostly determined by coordination of the central metal atom with the phosphate group of lipid.

Key words

planar bilayer lipid membrane photosensitizer phthalocyanine singlet oxygen ion channels gramicidin A liposomes mitochondria 

Abbreviations

AlPcN4

tetra-tributylammonium salt of hydroxyaluminum tetra-4-chloromethylphthalocyanine

AlPcS4

tetrasulfonated aluminum phthalocyanine

BLM

bilayer lipid membrane

DMFA

N,N′-dimethylformamide

DPhPC

diphytanoyl phosphatidylcholine

DPhPG

diphytanoyl phosphatidylglycerol

ZnPcS4

tetrasulfonated zinc phthalocyanine

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Copyright information

© Pleiades Publishing, Ltd. 2009

Authors and Affiliations

  • A. A. Pashkovskaya
    • 1
  • I. V. Perevoshchikova
    • 1
  • V. E. Maizlish
    • 2
  • G. P. Shaposhnikov
    • 2
  • E. A. Kotova
    • 1
  • Yu. N. Antonenko
    • 1
    Email author
  1. 1.Belozersky Institute of Physico-Chemical BiologyLomonosov Moscow State UniversityMoscowRussia
  2. 2.Ivanovo State University of Chemistry and TechnologyIvanovoRussia

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