Description
A nucleobase analogue that is uracil substituted at positions 5 and 6 by hydroxy groups.
Chemical properties
| Chemical formula | Net charge | Average mass |
|---|---|---|
| C4H4N2O4 | 0 | 144.086 |
Nomenclature
| IUPAC | SMILES | InChI | InChIKey | Synonyms |
|---|---|---|---|---|
| 5,6-dihydroxypyrimidine-2,4(1H,3H)-dione | N1C(=C(C(=O)NC1=O)O)O | InChI=1S/C4H4N2O4/c7-1-2(8)5-4(10)6-3(1)9/h7H,(H3,5,6,8,9,10) | YFQOVSGFCVQZSW-UHFFFAOYSA-N |
|
Citations
- Karr, JR, et al. 2012. A whole-cell computational model predicts phenotype from genotype. Cell. 150(2).
- Kavli, B, et al. 2006. Uracil in DNA--general mutagen, but normal intermediate in acquired immunity. DNA Repair. 6(4).
- Rivière, J, et al. 2004. Oxidation of 5-hydroxy-2'-deoxyuridine into isodialuric acid, dialuric acid, and hydantoin products. Journal of the American Chemical Society. 126(21).
- Rivière, J, et al. 2005. Oxidation of 5-hydroxypyrimidine nucleosides to 5-hydroxyhydantoin and its alpha-hydroxy-ketone isomer. Chemical Research in Toxicology. 18(8).
- Simon, P, et al. 2006. Formation of isodialuric acid lesion within DNA oligomers via one-electron oxidation of 5-hydroxyuracil: characterization, stability and excision repair. Nucleic Acids Research. 34(13).
- Zastawny, TH, et al. 1995. A novel activity of E. coli uracil DNA N-glycosylase excision of isodialuric acid (5,6-dihydroxyuracil), a major product of oxidative DNA damage, from DNA. FEBS Letters. 364(3).