5-Hydroxyuracil
Appearance
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Names | |
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IUPAC name
2,4,5-Pyrimidinetriol
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Other names
5-Hydroxy-2,4(1H,3H)-pyrimidinedione
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Identifiers | |
3D model (JSmol)
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ChemSpider | |
ECHA InfoCard | 100.007.119 |
CompTox Dashboard (EPA)
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Properties | |
C4H4N2O3 | |
Molar mass | 128.087 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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5-Hydroxyuracil is an oxidized form of cytosine that is produced by the oxidative deamination of cytosines by reactive oxygen species.[1] It does not distort the DNA molecule and is bypassed by replicative DNA polymerases. It can miscode for adenine and is potentially mutagenic.[2]
References
- ^ Varatharasa Thiviyanathan; Anoma Somasunderam; David E. Volka; David G. Gorenstein (2005). "5-Hydroxyuracil can form stable base pairs with all four bases in a DNA duplex". Chem. Commun.: 400–402. doi:10.1039/B414474K.
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ignored (|name-list-style=
suggested) (help) - ^ Helmut Greim; Richard J. Albertini (2012). The Cellular Response to the Genotoxic Insult: The Question of Threshold for Genotoxic Carcinogens. Royal Society of Chemistry. Retrieved July 20, 2015.