5-Formylcytosine

5-Formylcytosine
Names
Preferred IUPAC name
4-Amino-2-oxo-1,2-dihydropyrimidine-5-carbaldehyde
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
  • InChI=1S/C5H5N3O2/c6-4-3(2-9)1-7-5(10)8-4/h1-2H,(H3,6,7,8,10)
    Key: FHSISDGOVSHJRW-UHFFFAOYSA-N
  • C1=NC(=O)NC(=C1C=O)N
Properties
C5H5N3O2
Molar mass 139.114 g·mol−1
Appearance Yellow solid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

5-Formylcytosine (5fC) is a pyrimidine nitrogen base derived from cytosine. In the context of nucleic acid chemistry and biology, it is regarded as an epigenetic marker. Discovered in 2011 in mammalian embryonic stem cells by Thomas Carell's research group the modified nucleoside was more recently confirmed to be relevant both as an intermediate in the active demethylation pathway and as a standalone epigenetic marker. In mammals, 5fC is formed by oxidation of 5-hydroxymethylcytosine (5hmC) a reaction mediated by TET enzymes. Its molecular formula is C5H5N3O2.

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