Protomeric tautomerisms of N-methylated pyrimidine bases


Yekeler H.

JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, vol.713, pp.201-206, 2005 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 713
  • Publication Date: 2005
  • Doi Number: 10.1016/j.theochem.2004.09.031
  • Title of Journal : JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM
  • Page Numbers: pp.201-206

Abstract

Tautomerisms of N1-methyl, N3-methyl, and N1, N3-dimethyl derivatives of uracil, 5-fiuorouracil and thymine have been examined in the gas phase and in water. Geometry optimizations were carried out at the HF/6-31G**. HF/6-31 divided by G** and B3LYP/6-31 divided by G** levels. Also. single-point MP2/6-31 + G** calculations were performed on the HF/6-31 +G** optimized geometries. The influence of the solvent was examined from the self-consistent reaction field (SCRF) calculations. Analyzing the results, only in the case of attachment of fluorine atom at position 5 of N1-methyl uracil changes the order of the stabilities of the tautomers. (C) 2004 Elsevier B.V. All rights reserved.