A product of DNA or RNA oxidative damage
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8-Oxoguanine

Item No. 44854

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-amino-7,9-dihydro-1H-purine-6,8-dione
CAS Number
5614-64-2
Synonyms
  • 2-Amino-6,8-dihydroxypurine
  • 7,8-Dihydro-8-oxoguanine
  • 8-Hydroxyguanine
  • NSC 22720
Molecular Formula
C5H5N5O2
Formula Weight
167.1
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
aqueous base: Slightly soluble
SMILES
O=C1N=C(NC(N2)=C1NC2=O)N
InChi Code
InChI=1S/C5H5N5O2/c6-4-8-2-1(3(11)10-4)7-5(12)9-2/h(H5,6,7,8,9,10,11,12)
InChi Key
CLGFIVUFZRGQRP-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $42

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    5 mg

    $189

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    Product Description

    8-Oxoguanine is an oxidized form of the purine base guanine (Item No. 34248).1 It is formed by oxidative degradation of DNA by hydroxyl radicals and has commonly been used as a measure of oxidative stress in biological systems.2,3,4 8-Oxoguanine accumulates in the hippocampal DNA and RNA of senescence-accelerated prone mouse 8 (SAMP8) mice, which display early aging and cognitive decline.5 The levels of 8-oxoguanine are also increased in the mitochondrial and nuclear DNA of various brain regions in postmortem tissue from patients with Alzheimer’s disease, but increased urinary levels of 8-oxoguanine are positively correlated with increased survival in patients with stage III or IV cancer receiving radiotherapy.6,1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wang, J., Xiong, S., Xie, C., et al. Increased oxidative damage in nuclear and mitochondrial DNA in Alzheimer’s disease. 2005 93(4), 953-962 (2005).

    2. Spencer, J.P.E., Jenner, A., Chimel, K., et al. DNA strand breakage and base modification induced by hydrogen peroxide treatment of human respiratory tract epithelial cells. FEBS Lett. 374(2), 233-236 (1995).

    3. Jaruga, P., Zastawny, T.H., Skokowski, J., et al. Oxidative DNA base damage and antioxidant enzyme activities in human lung cancer. FEBS Lett. 341, 59-64 (1994).

    4. Zastawny, T.H., Altman, S.A., Randers-Eichhorn, L., et al. DNA base modifications and membrane damage in cultured mammalian cells treated with iron ions. Free Radic. Biol. Med. 18, 1013-1022 (1995).

    5. Zheng, J.-D., Hei, A.-L., Zuo, P.-P., et al. Age-related alterations in the expression of MTH2 in the hippocampus of the SAMP8 mouse with learning and memory deterioration. J. Neurol. Sci. 287(1-2), 188-196 (2009).

    6. Roszkowski, K., and Olinski, R. Urinary 8-oxoguanine as a predictor of survival in patients undergoing radiotherapy. Cancer Epidemiol. Biomarkers Prev. 21, 629-634 (2012).