Flavin-sensitized photoreduction of thymidine glycol

Bioorg Med Chem Lett. 2007 Nov 15;17(22):6129-33. doi: 10.1016/j.bmcl.2007.09.038. Epub 2007 Sep 14.

Abstract

Photochemical reactivity of flavin adenine dinucleotide (FAD) and flavin mononucleotide (FMN) toward thymidine glycol (dTg) has been investigated. Fluorescence intensity of FAD was enhanced as increasing the concentration of dTg, suggesting that adenosine moiety of FAD interacts with dTg. However, photoreduction of dTg using reduced form of FAD gave repaired thymidine in almost the same yield as when reduced FMN was used alternatively, and thus such interaction seems to have no effect on the reduction. Oligodeoxynucleotides containing dTg were also photochemically repaired by reduced form of flavins in different yields depending on the sequence, which could be related to electron affinity of the nucleobases in DNA.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Flavin Mononucleotide / chemistry*
  • Flavin Mononucleotide / radiation effects
  • Flavin-Adenine Dinucleotide / chemistry*
  • Flavin-Adenine Dinucleotide / radiation effects
  • Molecular Structure
  • Oxidation-Reduction / radiation effects
  • Photochemistry
  • Thymidine / analogs & derivatives*
  • Thymidine / chemistry
  • Thymidine / radiation effects
  • Ultraviolet Rays

Substances

  • Flavin-Adenine Dinucleotide
  • thymidine glycol
  • Flavin Mononucleotide
  • Thymidine