Description
Adenine substituted with a methyl group at position N-1.
Chemical properties
| Chemical formula | Net charge | Average mass |
|---|---|---|
| C6H7N5 | 0 | 149.15330 |
Recommended notation
| Name | 1-methyladenine |
|---|---|
| Abbreviation | 1mA |
Nomenclature
| IUPAC | SMILES | InChI | InChIKey | Synonyms |
|---|---|---|---|---|
| 1-methyl-1H-purin-6-amine | Cn1cnc2ncnc2c1N | InChI=1S/C6H7N5/c1-11-3-10-6-4(5(11)7)8-2-9-6/h2-3H,7H2,1H3 | HPZMWTNATZPBIH-UHFFFAOYSA-N |
|
Mapping techniques
| Method |
Method detail
|
Resolution
|
Qualifier
|
References |
|---|---|---|---|---|
| SMRT | direct detection | single-base | target sequences |
|
Nature
Citations
- Clark, TA, et al. 2011. Direct detection and sequencing of damaged DNA bases. Genome Integrity. 2.
- Faustman-Watts, EM, et al. 1984. DNA-purine methylation in hepatic chromatin following exposure to dimethylnitrosamine or methylnitrosourea. Biochemical Pharmacology. 33(4).
- Frei, JV, et al. 1978. Alkylation of deoxyribonucleic acid in vivo in various organs of C57BL mice by the carcinogens N-methyl-N-nitrosourea, N-ethyl-N-nitrosourea and ethyl methanesulphonate in relation to induction of thymic lymphoma. Some applications of high-pressure liquid chromatography. The Biochemical Journal. 174(3).
- Leiros, I, et al. 2007. Structural basis for enzymatic excision of N1-methyladenine and N3-methylcytosine from DNA. The EMBO Journal. 26(8).
- Mandel, LR, et al. 1966. Origin of urinary methylated purines. Nature. 209(5023).
- Margison, GP, et al. 1976. Methylated purines in the deoxyribonucleic acid of various Syrian-golden-hamster tissues after administration of a hepatocarcinogenic dose of dimethylnitrosamine. The Biochemical Journal. 157(3).
- Mielecki, D, et al. 2014. Ada response - a strategy for repair of alkylated DNA in bacteria. FEMS Microbiology Letters. 355(1).
- Nakano, T, et al. 1999. G-protein betagamma subunit-dependent phosphorylation of 62-kDa protein in the early signaling pathway of starfish oocyte maturation induced by 1-methyladenine. Developmental Biology. 209(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).
- Trewick, SC, et al. 2002. Oxidative demethylation by Escherichia coli AlkB directly reverts DNA base damage. Nature. 419(6903).