Cytosine glycol
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| Names | |
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| IUPAC name
4-Amino-5,6-dihydroxy-5,6-dihydro-2(1H)-pyrimidinone
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| Other names
5,6-Dihydroxy-5,6-dihydrocytosine
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| Identifiers | |
3D model (JSmol)
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| ChEBI | |
| ChemSpider | |
PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C4H7N3O3 | |
| Molar mass | 145.118 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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Cytosine glycols are intermediate unstable products of cytosine oxidation. These, in turn, are thought to undergo deamination to uracil glycol, dehydration to 5-hydroxycytosine, or both deamination and dehydration to 5-hydroxyuracil.[1]
The lifetime of cytosine glycols are enhanced in double-stranded DNA compared to the free nucleoside.[2]
References
[edit]- ^ Sébastien Tremblay; J. Richard Wagner (2008). "Dehydration, deamination and enzymatic repair of cytosine glycols from oxidized poly(dG-dC) and poly(dI-dC)". Nucleic Acids Res. 36 (1): 284–293. doi:10.1093/nar/gkm1013. PMC 2248729. PMID 18032437.
- ^ Tremblay S, Douki T, Cadet J, Wagner JR (1999). "2'-Deoxycytidine glycols, a missing link in the free radical-mediated oxidation of DNA". J Biol Chem. 274 (30): 20833–8. doi:10.1074/jbc.274.30.20833. PMID 10409624.