Mechanism and stem-cell activity of 5-carboxycytosine decarboxylation determined by isotope tracing

Angew Chem Int Ed Engl. 2012 Jun 25;51(26):6516-20. doi: 10.1002/anie.201202583. Epub 2012 May 29.

Abstract

Eraserhead: Stem cells seem to erase epigenetic information by decarboxylation of the newly discovered epigenetic base 5-carboxycytosine (caC; see picture). This reaction is likely to involve a nucleophilic attack of the C5-C6 double bond.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Base Sequence
  • Cytosine / analogs & derivatives*
  • Cytosine / chemistry
  • Cytosine / metabolism
  • DNA / chemistry
  • Decarboxylation
  • Embryonic Stem Cells / chemistry*
  • Embryonic Stem Cells / metabolism
  • Mice
  • Nitrogen Isotopes / chemistry
  • Oxidation-Reduction

Substances

  • 5-carboxylcytosine
  • Nitrogen Isotopes
  • Cytosine
  • DNA