5-Hydroxycytosine is an oxidized form of cytosine that is associated with an increased frequency of C to T transition mutations, with some C to G transversions.[1] It does not distort the DNA molecule and is readily bypassed by replicative DNA polymerases.[2]
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Names | |
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Preferred IUPAC name 4-Amino-5-hydroxypyrimidin-2(1H)-one | |
Other names 4-Amino-5-hydroxypyrimidine-2-one | |
Identifiers | |
3D model (JSmol) | |
ChemSpider | |
PubChem CID |
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CompTox Dashboard (EPA) | |
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Properties | |
C4H5N3O2 | |
Molar mass | 127.103 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
It has been shown in vitro to miscode for adenine.
5-hydroxycytosine is imperative for parallel DNA triplex formation, explaining why parallel triplexes form only at pH 6 and below.
References
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