Description
A nucleobase analogue that is adenine bearing a single hydroxy substituent at position 8.
Chemical properties
| Chemical formula | Net charge | Average mass |
|---|---|---|
| C5H5N5O | 0 | 151.126 |
Nomenclature
| SMILES | InChI | InChIKey | Synonyms |
|---|---|---|---|
| C=12C(=NC=NC1N)NC(=N2)O | InChI=1S/C5H5N5O/c6-3-2-4(8-1-7-3)10-5(11)9-2/h1H,(H4,6,7,8,9,10,11) | RGKBRPAAQSHTED-UHFFFAOYSA-N |
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Citations
- Kamiya, H, et al. 1995. 8-Hydroxyadenine (7,8-dihydro-8-oxoadenine) induces misincorporation in in vitro DNA synthesis and mutations in NIH 3T3 cells. Nucleic Acids Research. 23(15).
- Konvalinová, H, et al. 2015. Diverse effects of naturally occurring base lesions on the structure and stability of the human telomere DNA quadruplex. Biochimie. 118.
- Lechevalier, MP, et al. 1982. Transformation of Adenine to 8-Hydroxyadenine by Strains of Oerskovia xanthineolytica. Applied and Environmental Microbiology. 43(2).
- Malins, DC, et al. 1990. 4,6-Diamino-5-formamidopyrimidine, 8-hydroxyguanine and 8-hydroxyadenine in DNA from neoplastic liver of English sole exposed to carcinogens. Biochemical and Biophysical Research Communications. 173(2).
- Tuo, J, et al. 2002. The cockayne syndrome group B gene product is involved in cellular repair of 8-hydroxyadenine in DNA. The Journal of Biological Chemistry. 277(34).
- Tuo, J, et al. 2003. Primary fibroblasts of Cockayne syndrome patients are defective in cellular repair of 8-hydroxyguanine and 8-hydroxyadenine resulting from oxidative stress. FASEB Journal : Official Publication of the Federation of American Societies For Experimental Biology. 17(6).
- WYNGAARDEN, JB, et al. 1957. 8-Hydroxyadenine as the intermediate in the oxidation of adenine to 2, 8-dihydroxyadenine by xanthine oxidase. Archives of Biochemistry and Biophysics. 70(1).
- West, GJ, et al. 1982. Radioimmunoassay of 7,8-dihydro-8-oxoadenine (8-hydroxyadenine). International Journal of Radiation Biology and Related Studies in Physics, Chemistry, and Medicine. 42(5).