8-hydroxy Guanine

8-hydroxy Guanine

Cayman Chemical Item Number 89290

8-Oxoguanine

Description

8-hydroxy Guanine is produced by oxidative damage of DNA or RNA by reactive oxygen and nitrogen species, including hydroxyl radical and peroxynitrite. It serves as a measure of oxidative stress in biological systems.^1,2,3,4,5

1 Beckman, K.B., and Ames, B.N. Oxidative decay of DNA. J Biol Chem 272 19633-19636 (1997).

2 Park, E., Shigenaga, M.K., Degan, P., et al. Assay of excised oxidative DNA lesions: Isolation of 8-oxoguanine and its nucleoside derivatives from biological fluids with a monoclonal antibody column. Proc Natl Acad Sci USA 89 3375-3379 (1992).

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 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 374 233-236 (1995).

5 Epe, B., Ballmaier, D., Roussyn, I., et al. DNA damage by peroxynitrite characterized with DNA repair enzymes. Nucleic Acids Res 24 4105-4110 (1996).

Synonyms

8-Oxoguanine

Formal Name

2-amino-1H-purine-6,8-dione

Molecular Formula

C₅H₅N₅O₂

Formula Weight

167.1

Formulation

A crystalline solid

Purity

≥90%

λ_max

284 nm

Stability

1 year

Storage

Room temperature

Shipping

Room temperature in continental US; may vary elsewhere

SMILES

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O=C1C2=C(N([H])C(O)=N2)N=C(N)N1[H]

Background Reading

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 374 233-236 (1995).

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).

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).

Size

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