Isoguanine

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Isoguanine
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Names
IUPAC name
6-Amino-1,7-dihydropurin-2-one
Other names
2-Hydroxyadenine
Identifiers
3373-53-3
ChemSpider 69351
EC Number 222-157-6
Jmol 3D model Interactive image
PubChem 76900
  • InChI=1/C5H5N5O/c6-3-2-4(8-1-7-2)10-5(11)9-3/h1H,(H4,6,7,8,9,10,11)
    Key: DRAVOWXCEBXPTN-UHFFFAOYAU
  • O=C1\N=C2\N=C/NC2=C(\N1)N
Properties
C5H5N5O
Molar mass 151.1261
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Isoguanine or 2-hydroxyadenine is a purine base that is an isomer of guanine. It is a product of oxidative damage to DNA and has been shown to cause mutation.[1] It is also used in combination with isocytosine in studies of unnatural nucleic acid analogues of the normal base pairs in DNA.[2][3]

Isoguanine-Isocytosine-base-pair

References

  1. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  2. ↑ Andrzej Jaworski, Józef S. Kwiatkowski, Bogdan Lesyng: „Why isoguanine and isocytosine are not the components of the genetic code", International Journal of Quantum Chemistry, Supplement: Proceedings of the International Symposium on Quantum Biology and Quantum Pharmacology, 1985, 28 (Supplement S12), pp. 209–216 (doi:10.1002/qua.560280720).
  3. ↑ Christopher Roberts, Rajanikanth Bandaru, Christopher Switzer: „Theoretical and Experimental Study of Isoguanine and Isocytosine:  Base Pairing in an Expanded Genetic System", J. Am. Chem. Soc., 1997, 119 (20), pp. 4640–4649 (doi:10.1021/ja970123s).


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