Theoretica chimica acta

, Volume 15, Issue 3, pp 265–268 | Cite as

Amine-imine tautomerism in adenines

  • Bernard Pullman
  • Héléne Berthod
  • Marc Dreyfus


CNDO/2 calculations predict that while the amine form of adenine should be the most stable one for the N(9)H, N(7)H and N(3)H tautomers of this substance, the inline form should on the contrary be the most stable for the N(1)H tautomer. The prediction is verified by experiment.


Physical Chemistry Inorganic Chemistry Organic Chemistry Adenine Amine Form 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.


  1. 1.
    Pullman, B., and A. Pullman: Quantum biochemistry. New York: Wiley-Intersciences 1963.Google Scholar
  2. 2.
    Pullman, A.: In: Electronic aspects of biochemistry, B. Pullman Ed., p. 135. New York: Academic Press 1964.Google Scholar
  3. 3.
    Berthod, H., and A. Pullman: J. Chim. physique 62, 942 (1965).Google Scholar
  4. 4.
    Pople, J. A., and G. A. Segal: J. chem. Physics 43 S, 136 (1965).Google Scholar
  5. 5.
    Pullman, B., and A. Pullman: Les théories electronique de la chimie organique. Paris: Masson 1952.Google Scholar
  6. 6.
    Giessner-Prettre, C., and A. Pullman: Theoret. chim. Acta (Berl.) 9, 279 (1968).Google Scholar
  7. 7.
    Pullman, B., H. Berthod, and J. Langlet: C. R. Acad. Sci. (Paris) 266, 1063 (1968).Google Scholar
  8. 8.
    —, —,, E, D. Bergmann, F. Bergmann, Z. Neiman, and H. Weiler-Feilchenfeld: C. R. Acad. Sci. (Paris) 267, 1461 (1968).Google Scholar
  9. 9.
    Pullman, B.: In: Quantum aspects of heterocyclic compounds in chemistry and biochemistry. Jerusalem: Israel Academy of Sciences and Humanities 1969.Google Scholar
  10. 10.
    Jones, J. W., and R. K. Robins: J. Amer. chem. Soc. 84, 1914 (1962).Google Scholar
  11. 11.
    Pal, B. C., and C. A. Horton: J. chem. Soc. (London) 1964, 400.Google Scholar
  12. 12.
    Brookes, P., and P. D. Lawley: J. chem. Soc. (London) 1960, 539.Google Scholar

Copyright information

© Springer-Verlag 1969

Authors and Affiliations

  • Bernard Pullman
    • 1
  • Héléne Berthod
    • 1
  • Marc Dreyfus
    • 1
  1. 1.Laboratoire de Biochimie Théorique associé au C.N.R.S.Institut de Biologie Physico-ChimiqueParis 5é

Personalised recommendations