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Some Possible Products of the Reactions of O(1D) and O2(1Δ) with Unsaturated Hydrocarbons

  • Peter Politzer
  • Kenneth C. Daiker
Conference paper
Part of the The Jerusalem Symposia on Quantum Chemistry and Biochemistry book series (JSQC, volume 10)

Abstract

There is a considerable and growing body of evidence which indicates that arene oxides, or epoxides, play a key role in the carcinogenic action of polynuclear aromatic hydrocarbons [1–5]. In at least one case, benzo[a]pyrene (I), the “ultimate carcinogen” (the active form of the molecule) may have been identified, as the 7,8-dihydroxy-9,10-epoxide [3,4]. These epoxides are formed metabolically, by a process about which relatively little is known. For example, there appears to be a general uncertainty regarding the nature of the oxygen-containing entity that interacts with the hydrocarbon in producing the epoxide; among the apparent possibilities are singlet oxygen atoms, singlet oxygen molecules, superoxide anions, and various peroxide species.

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References

  1. [1]
    J. W. Daly, D. M. Jerina and B. Witkop (1972) Experientia 28 1129.CrossRefGoogle Scholar
  2. [2]
    J. C. Arcos and M. F. Argus (1974) Chemical Induction of Cancer, Vol. IIA, Academic Press, New York, pp. 135 - 236.Google Scholar
  3. [3]
    P. G. Wislocki, A. W. Wood, R. L. Chang, W. Levin, H. Yagi, O. Hernandez, D. M. Jerina, and A. H. Conney (1976) Biochem. Biophys. Res. Comm. 68 1006.CrossRefGoogle Scholar
  4. [4]
    A. M. Jeffrey, K. W. Jennette, S. H. Blobstein, I. B. Weinstein, F. A. Beland, R. G. Harvey, H. Kasai, I. Miura and K. Nakanishi (1976) J. Amer. Chem. Soc. 98 5714.CrossRefGoogle Scholar
  5. [5]
    S. H. Blobstein, I. B. Weinstein, P. Dansette, H. Yagi and D. M. Jerina (1976) Cancer Res. 36 1293.Google Scholar
  6. [6]
    Gaussian 70, Quantum Chemistry Program Exchange, Indiana University, Bloomington, IN, 47401, program no. 236, developed by W. J. Hehre, W. A. Lathan, R. Ditchfield, M. D. Newton and J. A. Pople.Google Scholar
  7. [7]
    J. Iball, S. N. Scrimgeour and D. W. Young (1976) Acta Cryst. B32 328.CrossRefGoogle Scholar
  8. [8]
    Tab1es of Interatomic Distances and Configuration in Molecules and Ions (1958, 1965 ) L. E. Sutton, ed., The Chemical Society, London, Spec. Pub. Nos. 11 and 18.Google Scholar
  9. [9]
    J. Iball (1964) Nature 201 916.CrossRefGoogle Scholar
  10. [10]
    D. R. Kearns (1971) Chem. Rev. 71 395.CrossRefGoogle Scholar
  11. [11]
    K. Yamaguchi, T. Fueno and H. Fukutome (1973) Chem. Phys. Letters 22 466.Google Scholar
  12. [12.
    J M. J. S. Dewar and W. Thiel (1975) J. Amer. Chem. Soc. 97. 3978.CrossRefGoogle Scholar
  13. [13]
    S. Inagaki and K. Fukui (1975) J. Amer. Chem. Soc. 91, 7480.CrossRefGoogle Scholar
  14. [14]
    M. J. S. Dewar, A. C. Griffin, W. Thiel and I. J. Turchi (1975) J. Amer. Chem. Soc. 91 4439.CrossRefGoogle Scholar
  15. [15]
    J. P. Glusker, H. L. Carrell, D. E. Zacharias and R. G. Harvey (1974) Cancer Biochem. Biophys. 1 43Google Scholar
  16. [16]
    E. Scrocco and J. Tornasi (1973) in: Topics in Current Chemistry, New Concepts II, No. 42, Springer Verlag, Berlin, p. 95.CrossRefGoogle Scholar
  17. [17]
    P. Politzer and K. C. Daiker in: The Force Concept in Chemistry, B. M. Deb, ed., Macmillan of India, ch. 7, in press.Google Scholar
  18. [18]
    P. Politzer, K. C. Daiker and R. A. Donnelly (1976) Cancer Letters 2 17.CrossRefGoogle Scholar
  19. [19]
    P. Politzer and K. C. Daiker in: Quantum Biology Symposium No. 4, P.-O. Lowdin, ed., John Wiley & Sons, New York, in press.Google Scholar

Copyright information

© Springer Science+Business Media Dordrecht 1977

Authors and Affiliations

  • Peter Politzer
    • 1
  • Kenneth C. Daiker
    • 1
  1. 1.Chemistry DepartmentUniversity of New OrleansNew OrleansUSA

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