5,6-Dihydroxycytosine (Isouramil) can be formed from treatment of DNA with osmium tetroxide.[1]

5,6-Dihydroxycytosine
Names
Preferred IUPAC name
6-Amino-5-hydroxypyrimidine-2,4(1H,3H)-dione
Other names
6-Amino-2,4,5-trihydroxypyrimidine
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C4H5N3O3/c5-2-1(8)3(9)7-4(10)6-2/h8H,(H4,5,6,7,9,10)
    Key: SPOYOCCBDWULRZ-UHFFFAOYSA-N
  • c1(c([nH]c(=O)[nH]c1=O)N)O
Properties
C4H5N3O3
Molar mass 143.102 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

References

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  1. ^ Dizdaroglu, M; Holwitt, E; Hagan, M. P.; Blakely, W. F. (1986). "Formation of cytosine glycol and 5,6-dihydroxycytosine in deoxyribonucleic acid on treatment with osmium tetroxide". The Biochemical Journal. 235 (2): 531–6. doi:10.1042/bj2350531. PMC 1146717. PMID 3741404.