Description
A methyladenine that is adenine substituted with a methyl group at position N-3.
Chemical properties
| Chemical formula | Net charge | Average mass |
|---|---|---|
| C6H7N5 | 0 | 149.15330 |
Recommended notation
| Name | 3-methyladenine |
|---|---|
| Abbreviation | 3mA |
Nomenclature
| IUPAC | SMILES | InChI | InChIKey | Synonyms |
|---|---|---|---|---|
| 3-methyl-3H-purin-6-amine, 3-methyladenine | Cn1cnc(N)c2ncnc12 | InChI=1S/C6H7N5/c1-11-3-10-5(7)4-6(11)9-2-8-4/h2-3H,7H2,1H3 | FSASIHFSFGAIJM-UHFFFAOYSA-N |
|
Nature
Citations
- 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).
- Huang, YT, et al. 2013. Therapeutic potential of sepantronium bromide YM155 in gemcitabine-resistant human urothelial carcinoma cells. Oncology Reports. 31(2).
- Li, M, et al. 2013. Inhibition of androgen induces autophagy in benign prostate epithelial cells. International Journal of Urology : Official Journal of the Japanese Urological Association. 21(2).
- Mandel, HG, et al. 1989. Chromatographic detection of 7-methyladenine in urine of rats administered N-methylnitrosourea: a potential marker for monitoring exposure to methylating carcinogens. Carcinogenesis. 10(4).
- 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).
- Pickard, RD, et al. 2015. Paradoxical effects of the autophagy inhibitor 3-methyladenine on docetaxel-induced toxicity in PC-3 and LNCaP prostate cancer cells. Naunyn-Schmiedeberg's Archives of Pharmacology. 388(7).
- 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).
- Tavazzi, B, et al. 2005. Simultaneous high performance liquid chromatographic separation of purines, pyrimidines, N-acetylated amino acids, and dicarboxylic acids for the chemical diagnosis of inborn errors of metabolism. Clinical Biochemistry. 38(11).
- Tran, AT, et al. 2014. Autophagy inhibitor 3-methyladenine potentiates apoptosis induced by dietary tocotrienols in breast cancer cells. European Journal of Nutrition. 54(2).