Please use this identifier to cite or link to this item: http://hdl.handle.net/1959.3/5310

Title

Adenine tautomers : relative stabilities, ionization energies, and mismatch with cytosine

Author(s)

Fonseca Guerra, Celia;  Bickelhaupt, Friedrich M.;  Sana, S.;  Wang, Feng

Abstract

In this study, we have investigated 12 tautomers of the DNA base adenine at the BP86/TZ2P and BP86/ QZ4P levels of density functional theory. The vertical and adiabatic ionization energies of all tautomers were determined as the difference in energy between the radical cation and the corresponding neutral system. Furthermore, an evaluation is made for the eigenvalue spectra calculated with the SAOP functional, which is shown to lead to substantial improvements for orbital energies compared to BP86. We have also explored the correlations between the Kohn-Sham orbitals of the different tautomers at the BP86/QZ4P and SAOP/QZ4P levels. Finally, we discuss implications of the existence of the tautomeric forms of adenine for the DNA replication.

Publication type

Journal article

Research centre

Swinburne University of Technology. Faculty of Information and Communication Technologies. Centre for Molecular Simulation

Source

Journal of Physical Chemistry A, Vol. 110, no. 11 (2006), p. 4012-4020

Publication year

2006

Publisher

American Chemical Society

ISSN

1089-5639

Publisher URL

http://dx.doi.org/10.1021/jp057275r

Copyright

Copyright © 2006 American Chemical Society. Publisher does not officially support author/institution self-archiving of either the post-print (final, revised accepted draft) and/or published version of full-text.

Peer reviewed