, 54:476 | Cite as

Molecular modeling of the reactive configuration of peroxidized lipid and α-tocopherol in the membrane

Cell Biophysics


The mutual arrangement of a phospholipid molecule containing a peroxyl radical and a molecule of membrane-acting antioxidant α-tocopherol (vitamin E) in the lipid bilayer has been studied by molecular dynamics simulation. The geometry of molecules in the membrane is revealed at which the hydrogen atom can be transferred from the exocyclic hydroxyl of α-tocopherol to the peroxyl lipid radical. It is shown that, under equilibrium conditions, the peroxidized fatty acid segment rises nearer to the polar surface of the membrane, while α-tocopherol submerges into the hydrophobic part of the lipid bilayer.

Key words

molecular modeling lipid peroxidation α-tocopherol peroxyl radical antioxidant membrane 



molecular dynamics


peroxidized phospholipid


  1. 1.
    D. Pratico, Sci. Aging Knowledge Environ. 2002(50), re5 (2002).Google Scholar
  2. 2.
    A. Azzi, Free Radic. Biol. Med. 43, 16 (2007).CrossRefGoogle Scholar
  3. 3.
    Jean-Marc Zingg, Mol. Aspects Med. 28, 400 (2007).CrossRefGoogle Scholar
  4. 4.
    J. Atkinson, R. F. Epand, and R. M. Epand, Free Radic. Biol. Med. 44, 739 (2008).CrossRefGoogle Scholar
  5. 5.
    Jirasak Wong-ekkabuta, Zhitao Xub, Wannapong Triampoa, et al., Biophys. J. 93, 4225 (2007).CrossRefADSGoogle Scholar
  6. 6.
    L. Ross, C. Barclay, and M. R. Vinqvist, Free Radic. Biol. Med. 16, 779 (1994).CrossRefGoogle Scholar
  7. 7.
    A. W. Girotti, Free Radic. Biol. Med. 44, 956 (2008).CrossRefGoogle Scholar
  8. 8.
    D. V. Zlenko and P. M. Krasilnikov, Vestn. MGU Ser. Fiz. Astron. 63, 405 (2008).Google Scholar
  9. 9.
    M. Maiorino, M. Coassin, A. Roveri, and F. Ursini, Lipids 24, 721 (1989).CrossRefGoogle Scholar
  10. 10.
    S. Nigam and T. Schewe, Biochim. Biophys. Acta 1488, 167 (2000).Google Scholar
  11. 11.
    Y. T. Timusheva, O. A. Mareninova, O. N. Vagina, et al., Membr. Cell Biol. 12, 41 (1998).Google Scholar

Copyright information

© Pleiades Publishing, Ltd. 2009

Authors and Affiliations

  1. 1.Biological FacultyMoscow State UniversityMoscowRussia

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