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Theoretica chimica acta

, Volume 52, Issue 2, pp 129–145 | Cite as

A non-empirical molecular orbital study on the relative stabilities of adenine and guanine tautomers

  • Paul G. Mezey
  • Janos J. Ladik
Original Investigations

Abstract

The relative stabilities of a series of adenine and guanine tautomers have been calculated using anab initio Hartree-Fock-Roothaan SCF MO method. The calculated relative stabilities agree in general with the results of earlier semiempirical studies. According to the present study, tautomeric forms with regular Kekulé structure for the six-membered purine ring are the most stable. The amine-imine tautomerization of purine bases is not likely to be responsible for spontaneous mutations in DNA.

Key words

Adenine tautomers, relative stabilities of ∼ Guanine tautomers, relative stabilities of ∼ 

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Copyright information

© Springer-Verlag 1979

Authors and Affiliations

  • Paul G. Mezey
    • 1
    • 2
  • Janos J. Ladik
    • 3
    • 4
  1. 1.Department of Chemistry and Chemical EngineeringUniversity of SaskatchewanSaskatoonCanada
  2. 2.Laboratory of the National Foundation for Cancer Research at the Chair of Theoretical ChemistryUniversity of Erlangen-NürnbergCanada
  3. 3.Chair of Theoretical ChemistryUniversity of Erlangen-NürnbergGermany
  4. 4.Laboratory of the National Foundation for Cancer Research at the Chair of Theoretical ChemistryUniversity of Erlangen-NürnbergErlangenGermany

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