UV-light-induced hydrogen transfer in guanosine-guanosine aggregates

Chemistry. 2013 Apr 22;19(17):5425-31. doi: 10.1002/chem.201204286. Epub 2013 Mar 4.

Abstract

Aggregates of a lipophilic guanine (G) derivative have been studied in n-hexane by femtosecond-to-microsecond UV-visible broadband transient absorption, stationary infrared and UV-visible spectroscopy and by quantum chemical calculations. We report the first time-resolved spectroscopic detection of hydrogen transfer in GG aggregates, which leads to (G-H)(·) radicals by means of G(+)G(-) charge transfer followed by proton transfer. These radicals show a characteristic electronic spectrum in the range 300-550 nm. The calculated superimposed spectrum of the species that result from NH⋅⋅⋅N proton transfer agrees best with the experimental spectrum.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Absorption
  • Guanosine / chemistry*
  • Hexanes / chemistry
  • Hydrogen Bonding
  • Molecular Structure
  • Nucleosides / chemistry*
  • Photochemical Processes
  • Protons
  • Solvents
  • Spectrum Analysis / methods*
  • Ultraviolet Rays

Substances

  • Hexanes
  • Nucleosides
  • Protons
  • Solvents
  • Guanosine
  • n-hexane