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Revision as of 10:40, 24 February 2019

1-Methylcytosine
Names
IUPAC name
4-amino-1-methyl-2(1H)-pyrimidinone
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
MeSH 1-Methylcytosine
UNII
  • InChI=1S/C5H7N3O/c1-8-3-2-4(6)7-5(8)9/h2-3H,1H3,(H2,6,7,9) checkY
    Key: HWPZZUQOWRWFDB-UHFFFAOYSA-N checkY
  • InChI=1S/C5H7N3O/c1-8-3-2-4(6)7-5(8)9/h2-3H,1H3,(H2,6,7,9)
    Key: HWPZZUQOWRWFDB-UHFFFAOYSA-N
  • CN1C=CC(=NC1=O)N
Properties
C5H7N3O
Molar mass 125.131 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

1-Methylcytosine is a methylated form of the DNA base cytosine.

In 1-methylcytosine, a methyl group is attached to the 1st atom in the 6-atom ring. This methyl group distinguishes 1-methylcytosine from cytosine.

History

Miriam Rossi worked on the refinement of 1-methylcytosine.[1]

1-Methylcytosine is used as a nucleic base of hachimoji DNA.[2]

References

  1. ^ Kistenmacher, T. J.; Rossi, M. (1977-12-15). "1-Methylcytosine: a refinement". Acta Crystallographica Section B: Structural Crystallography and Crystal Chemistry. 33 (12): 3962–3965. doi:10.1107/S0567740877012618. ISSN 0567-7408.
  2. ^ Hoshika, Shuichi; et al. (22 February 2019). "Hachimoji DNA and RNA: A genetic system with eight building blocks" (PDF). Science. 363 (6429): 884–887. doi:10.1126/science.aat0971. Retrieved 21 February 2019. {{cite journal}}: Unknown parameter |subscription= ignored (|url-access= suggested) (help)