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Biochemistry (Moscow)

, Volume 77, Issue 9, pp 1038–1043 | Cite as

Substitution of ether linkage for ester bond in phospholipids increases permeability of bilayer lipid membrane for SkQ1-type penetrating cations

  • T. M. Il’yasova
  • T. I. Rokitskaya
  • I. I. Severina
  • Y. N. AntonenkoEmail author
  • V. P. Skulachev
Article

Abstract

Using dialkylphospholipid (diphytanyl phosphatidylcholine) instead of the conventional diacylphospholipid (diphytanoyl phosphatidylcholine) in planar lipid bilayer membranes (BLM) led to an increase in the diffusion potential of the penetrating cation plastoquinonyl-decyl-triphenylphosphonium (SkQ1), making it close to the Nernst value, and accelerated translocation of SkQ1 across the BLM as monitored by the kinetics of a decrease in the transmembrane electric current after applying a voltage (current relaxation). The consequences of changing from an ester to an ether linkage between the head groups and the hydrocarbon chains are associated with a substantial reduction in the membrane dipole potential known to originate from dipoles of tightly bound water molecules and carbonyl groups in ester bonds. The difference in the dipole potential between BLM formed of the ester phospholipid and that of the ether phospholipid was estimated to be 100 mV. In the latter case, suppression of SkQ1-mediated proton conductivity of the BLM was also observed.

Key words

BLM phospholipid proton conductivity dipole potential SkQ1 

Abbreviations

BLM

planar bilayer phospholipid membrane

C12R4

dodecylrhodamine B cation

diphytanoyl PC

1,2-diphytanoyl-sn-glycero-3-phosphocholine

diphytanyl PC

1,2-di-O-phytanyl-sn-glycero-3-phosphocholine

SkQ1

plastoquinonyl triphenylphosphonium cation

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Copyright information

© Pleiades Publishing, Ltd. 2012

Authors and Affiliations

  • T. M. Il’yasova
    • 1
  • T. I. Rokitskaya
    • 1
  • I. I. Severina
    • 2
  • Y. N. Antonenko
    • 1
    Email author
  • V. P. Skulachev
    • 1
  1. 1.Belozersky Institute of Physico-Chemical BiologyLomonosov Moscow State UniversityMoscowRussia
  2. 2.Biological FacultyLomonosov Moscow State UniversityMoscowRussia

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