Guanosine + OH radical reaction in aqueous solution: a reinterpretation of the UV-vis data based on thermodynamic and kinetic calculations

Org Lett. 2009 Nov 19;11(22):5114-7. doi: 10.1021/ol901862h.

Abstract

Thermodynamic and kinetic calculations have been used to reinterpret the UV-vis data related to the OH radical oxidation of guanosine. The main channel of reaction (70-75%) is proposed to be the formation of a guanosine radical cation followed by deprotonation. It accounts for both the absorbance decay at approximately 620 nm and the build-up at approximately 300 nm. A secondary channel yielding the G8OH adduct was found to contribute to the overall reaction by 12% at least.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Guanosine / chemistry*
  • Hydroxyl Radical / chemistry*
  • Kinetics
  • Nucleic Acid Conformation
  • Solutions
  • Spectrophotometry, Ultraviolet
  • Thermodynamics*
  • Water / chemistry

Substances

  • Solutions
  • Water
  • Guanosine
  • Hydroxyl Radical