Description
A pyrimidone that is cytosine in which the hydrogen attached to the nitrogen at position 3 is substituted by a methyl group.
Chemical properties
| Chemical formula | Net charge | Average mass |
|---|---|---|
| C5H7N3O | 0 | 125.12860 |
Recommended notation
| Name | 3-methylcytosine |
|---|---|
| Abbreviation | 3mC |
Nomenclature
| IUPAC | SMILES | InChI | InChIKey | Synonyms |
|---|---|---|---|---|
| 6-amino-1-methylpyrimidin-2(1H)-one | Cn1c(N)ccnc1=O | InChI=1S/C5H7N3O/c1-8-4(6)2-3-7-5(8)9/h2-3H,6H2,1H3 | KOLPWZCZXAMXKS-UHFFFAOYSA-N |
|
Nature
| Origin | Function | Functional detail |
Organisms
|
References |
|---|---|---|---|---|
| natural | damage | cytotoxic |
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Citations
- Culp, LA, et al. 1970. Methylated bases in DNA of animal origin. Archives of Biochemistry and Biophysics. 136(1).
- Kawasaki, H, et al. 1985. High-performance liquid chromatographic determination of 3-methylcytosine in deoxyribonucleic acid treated with carcinogenic methylating agents in vitro and in vivo. Chemical & Pharmaceutical Bulletin. 33(3).
- Leiros, I, et al. 2007. Structural basis for enzymatic excision of N1-methyladenine and N3-methylcytosine from DNA. The EMBO Journal. 26(8).
- Mielecki, D, et al. 2014. Ada response - a strategy for repair of alkylated DNA in bacteria. FEMS Microbiology Letters. 355(1).
- Roux, A, et al. 2012. Annotation of the human adult urinary metabolome and metabolite identification using ultra high performance liquid chromatography coupled to a linear quadrupole ion trap-Orbitrap mass spectrometer. Analytical Chemistry. 84(15).
- Sedgwick, B, et al. 2006. Repair of alkylated DNA: recent advances. DNA Repair. 6(4).
- Trewick, SC, et al. 2002. Oxidative demethylation by Escherichia coli AlkB directly reverts DNA base damage. Nature. 419(6903).