Structural Investigations of Biomimetic Complexes of Cytochrome P-450 by Difference EXAFS Spectroscopy

  • J. Goulon
  • M. Loos
  • I. Ascone
  • C. Goulon-Ginet
  • P. Battioni
  • J. P. Battioni
  • J. P. Mahy
  • D. Mansuy
  • B. Meunier
Conference paper
Part of the Springer Series in Biophysics book series (BIOPHYSICS, volume 2)

Abstract

Over the past decade, intensive efforts have been made in the synthesis and structural study of high valent (porphyrinato):metal-oxo complexes which could mimic the heme mediated activation of oxygen as performed by monooxygenase hemoproteins like cytochromes P-450 or by hemoperoxidases like the horseradish peroxidase (HRP). Various oxidants: NaOCl, PhIO, alkylhydroperoxides or even molecular oxygen have been used in the frame of competing strategies [l]. In all cases, the central question is to know whether or not these compounds are featuring a real and short Metal…Oxygen double bond because it is currently postulated that formal FeV=0 species or a π-cation porphyrin FeIV=0 complex might be the active centers in the catalytic cycle of alkane hydroxylation by cytochromes P-450 and because such a short Fe… O bond was also detected recently by PENNER-HAHN et al. for HRP-I [2].

Keywords

Sine Porphyrin Gallium Epoxidation Halothane 

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References

  1. 1.
    O. Bortolini, M. Ricci, B. Meunier, P. Friant, I. Ascone and J. Goulon, Nouv. J. Chimie 10 (1986) 39.Google Scholar
  2. 2.
    J.E. Penner-Hahn,T.J. McMurry, M. Renner, L. Latos-Grazinzki, P.K. Eble, I.M. Davis, A.L. Balch, J.T. Groves, J.M. Dawson and K.O. Hodgson, J. Biol. Chem. 258 (1983) 12761.Google Scholar
  3. 3.
    D. Mansuy, W. Nastainczyk and V. Ullrich, Arch. Pharmacol. Exp. Path. 285 (1974) 315.CrossRefGoogle Scholar
  4. 4.
    D. Mansuy, J.P. Battioni, J.C. Chottard and V. Ullrich, J. Am. Chem. Soc. 101 (1979) 3871.Google Scholar
  5. 5.
    D. Mansuy, P. Battioni, J.C. Chottard, C. Riche and A. Chiaroni, J. Am. Chem. Soc. 105 (1983) 455.CrossRefGoogle Scholar
  6. 6.
    J.P. Mahy, P. Battioni, D. Mansuy, J. Fischer, R. Weiss, J. Mispelter, I. Morgenstern-Badarau and P. Gans, J. Am. Chem. Soc. 106 (1984) 1699.Google Scholar
  7. 7.
    P. Battioni, J.P. Mahy, G. Gillet and D. Mansuy, J. Am. Chem. Soc. 105 (1983) 1399.Google Scholar
  8. 8.
    J.L.Poncet, R. Guilard, P. Friant, C. Goulon-Ginet and J. Goulon, Nouv. J. Chimie 8 (1984) 583.Google Scholar
  9. 9.
    J. Goulon, P. Friant, J.L. Poncet, R. Guilard, J. Fischer and L. Ricard, “EXAFS and Near Edge Structures”, Springer Series in Chem. Phys. 27 (1983) p. 100, Ed. by A. Bianconi, L. Incoccia and S. Stipcich.Google Scholar
  10. 10.
    P. Friant, J. Goulon, J. Fischer, L. Ricard, M. Schappacher, R. Weiss and M. Momentau, Nouv. J. Chimie 9 (1985) 33.Google Scholar
  11. 11.
    M.F. Perutz, S.S. Hasnain, P.J. Duke, J.L. Sessler and J.E. Hahn, Nature 295 (1982) 535.PubMedCrossRefGoogle Scholar
  12. 12.
    J. Goulon, P. Friant, C. Goulon-Ginet, A. Coutsolelos and R. Guilard, Chem. Phys. 83 (1984) 367.CrossRefGoogle Scholar
  13. 13.
    S.P. Cramer, T.K. Eccles, F. Kutzler, K.O. Hodgson and S. Doniach, J. Am. Chem. Soc. 98 (1976) 8059.PubMedCrossRefGoogle Scholar
  14. 14.
    W.T. Elam, E.A. Stern, J.D. McCallum and J. Sanders-Loehr, J. Am. Chem. Soc. 105 (1983) 1919.Google Scholar
  15. 15.
    J.L. Hoard, Ann. N.Y. Acad. Sci. 206 (1973) 18.PubMedCrossRefGoogle Scholar
  16. 16.
    M. Loos, P. Friant, I. Ascone, J. Goulon, J.M. Barbe, A. Coutsolelos and R. Guilard, Proc. of the EXAFS-IV International Conference at the Abbaye de Fontevraud (1986) to be published in J. Physique (1986).Google Scholar
  17. 17.
    C.L. Hill and F.J. Hollander, J. Am. Chem. Soc. 104 (1984) 7138.Google Scholar
  18. 18.
    J.W. Buçhler, C. Dreher, K.L. Lay, Y.J.A. Lee and W.R. Scheidt, Inorg. Chem. 22 (1983) 888.CrossRefGoogle Scholar
  19. 19.
    J.P. Collman, J.L. Hoard, N. Kim, G. Lang and C.A. Reed, J. Am. Chem. Soc. 97 (1975) 2676.Google Scholar
  20. 20.
    R.F. Pettifer, D.L. Foulis and C. Hermes, Proc. of the EXAFS-IV International Conference at the Abbaye de Fontevraud (1986) to be published in J. Physique (1986).Google Scholar
  21. 21.
    R.W. Strange, S.S. Hasnain, N.J. Blackburn and P.F. Knowles, Proc. of the EXAFS-IV International Conference at the Abbaye de Fontevraud (1986) to be published in J. Physique (1986).Google Scholar
  22. 22.
    D. Mansuy, M. Lange, J.C. Chottard, P. Morliere and D. Brault, J. Chem. Soc. Chem. Commun. (1977) 648.Google Scholar
  23. 23.
    D. Mansuy, M. Lange and J.C. Chottard, J. Am. Chem. Soc. 100 (1978) 3213.CrossRefGoogle Scholar
  24. 24.
    V.L. Goedken, M.R. Deakin and L.A. Bottomley, J. Chem. Soc. Chem. Commun. (1982) 607.Google Scholar
  25. 25.
    C.E. Castro and R.S. Wade, J. Org. Chem. 50 (1985) 5342.CrossRefGoogle Scholar
  26. 26.
    D. Mansuy, M. Lange, J.C. Chottard, J.F. Bartoli, B. Chevrier and R. Weiss, Angew. Chem. Int. Ed. 17 (1978) 781.Google Scholar
  27. 27.
    J.J. Boland and J. Baldeschwieler, J. Chem. Phys. 80 (1984) 3005.CrossRefGoogle Scholar
  28. 28.
    J.E. Harries, D.W.L. Hukins and S.S. Hasnain, Proc. of the EXAFS-IV International Conference at the Abbaye de Fontevraud (1986) to be published in J. Physique (1986).Google Scholar
  29. 29.
    L. Rodehuser, P. Rubini, P. Friant and J. Goulon, Unpublished results on gallium phosphates.Google Scholar
  30. 30.
    P. Doppelt, Inorg. Chem. 23 (1984) 4009.CrossRefGoogle Scholar
  31. 31.
    W.R. Scheidt, D.A. Summerville and I.A. Cohen, J. Am. Chem. Soc. 98 (1976) 6623.CrossRefGoogle Scholar

Copyright information

© Springer-Verlag Berlin Heidelberg 1987

Authors and Affiliations

  • J. Goulon
    • 1
    • 2
  • M. Loos
    • 1
  • I. Ascone
    • 1
    • 2
  • C. Goulon-Ginet
    • 1
  • P. Battioni
    • 3
  • J. P. Battioni
    • 3
  • J. P. Mahy
    • 3
  • D. Mansuy
    • 3
  • B. Meunier
    • 4
  1. 1.Laboratoire de Chimie Théorique, U.A. CNRS n° 510Université de Nancy-IVandoeuvre-lès-NancyFrance
  2. 2.L.U.R.E., L.P. CNRS n°008, C.E.A. et M.E.NUniversité de Paris-SudOrsay CedexFrance
  3. 3.Laboratoire de Chimie et Biochimie Pharmacologiques et Toxicologiques, U.A. CNRS n° 400Université René DescartesParis Cedex 06France
  4. 4.Laboratoire de Chimie de Coordination du CNRSToulouseFrance

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