Cytosine-gated hole creation and transfer in DNA in aqueous solution

J Am Chem Soc. 2006 Dec 20;128(50):15966-7. doi: 10.1021/ja0658416.

Abstract

The selenite radical, SeO3-, has been found to selectively produce the cytosyl radical upon one-electron oxidation of duplex DNA. This is at first a surprising result as SeO3- can only oxidize guanine of the DNA bases, implying that the transiently formed guanyl radical cation must transpose into the neutral cytosyl radical with loss of a proton. Back oxidation to produce the neutral guanyl radical, in competition with another fixation reaction, is observed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cytosine / chemistry*
  • DNA / chemistry*
  • Guanine / chemistry
  • Hydrogen Bonding
  • Molecular Structure
  • Solutions
  • Spectrum Analysis

Substances

  • Solutions
  • Guanine
  • Cytosine
  • DNA