Florobenzene as artificial nucleobases-base pairing and stacking interactions

Nucleosides Nucleotides Nucleic Acids. 2007;26(6-7):559-62. doi: 10.1080/15257770701490019.

Abstract

Base stacking is a complicated and not completely understood phenomenon that is influenced by contributions of electrostatic (dipole-dipole and dipole-induced dipole) interactions, dispersion (permanent dipole-induced dipole) effects and solvation effects. The plots of those factors did not show qualitative correlation (Guckian et al., J. Am. Chem. Soc. 1996, 118, 8182-8183). We tried to correlate the stacking and solvation contributions with lipophilicity, extent of fluorine substitution and dipole moment.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Base Pairing*
  • Fluorine
  • Fluorobenzenes / chemistry*
  • Nucleosides / chemical synthesis
  • Nucleosides / chemistry*
  • Thermodynamics

Substances

  • Fluorobenzenes
  • Nucleosides
  • Fluorine