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8-NO₂-Gua

8- Nitroguanine ( 8-NO2-Gua )

Cat. No.: N 003
    
CAS No.: [168701-80-2]
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Product Name Price (net) Qty
Cat. No.: N 003-05
Unit: 5 µmol / ~1 mg
$165.00
Reference for analysis of peroxynitrite-stressed DNA and RNA hydrolysates. For the corresponding nucleoside please compare Cat. No. N 004. Detailed technical information available. References: Yermilov et al., Carcinogenesis, 16, 2045 - 2050 (1995); Halliwell, Mutation Res., 443, 37 - 52 (1999); Tretyakova et al., Mutation Res., 447, 287 - 303 (2000).
Cat. No. N 003
CAS number [168701-80-2]
Purity > 95% HPLC
Storage temperature -20°C / -4°F
Light-sensitive True
Molecular formula C₅H₄N₆O₃
Molecular weight [g/mol] 196.1
Absorption max [nm] 396
Molar extinction coefficient ε [L·mol⁻¹·cm⁻¹] 4100
  • 1. Sawa T., Tatmichi M., Akaike T., Barbin A.Ohshima H., Free Radical Biol. Med., 40, 711 - 720 (2006), "Analysis of Urinary 8-nitroguanosine, a Marker of Nitrative Nucleic Acid damage, by High-performance Liquid Chromatography-electrochemical Detection Coupled with Immunoaffinity Purification: Association with Cigarette Smoking"
  • 2. Horiike S., Kawanishi S., Kaito M., Ma N., Tanaka H., Fujita N., Iwasa M., Kobayashi Y., Hiraku Y., Oikawa S., Murata M., Wang J., Semba R., Watanabe S.Adachi Y., J. Hepatol., 43, 403 - 410 (2005), "Accumulation of 8-Nitroguanine in the Liver of Patients with Chronic Hepatitis C"
  • 3. Masuda M., Nishino H.Ohshima H., Chemico-Biological Interactions, 139, 187 - 197 (2002), "Formation of 8-Nitroguanosine in Cellular RNA as a Biomarker of Exposure to Reactive Nitrogen Species"
  • 4. Tretyakova N. Y., Burney S., Pamir B., Wishnok J. S., Dedon P. C., Wogan G. N.Tannenbaum S. R., Mutat. Res.-Fundam. Mol. Mech. Mut., 447, 287 - 303 (2000), "Peroxynitrite-induced DNA Damage in the supF Gene: Correlation with the Mutational Spectrum"
  • 5. Sawa T., Akaike T., Fang J.Maeda H., Intl. Soc. Prev. Oncol. poster contribution # 442, 0, 0 - 0 (2000), "Enzymatic Activation of Damaged Nucleoside 8- Nitroguanosine to Generate Free Radical by Cytochrome P450 Reductase"
  • 6. Byun J., Henderson J. P., Mueller D. M.Heinecke J. W., Biochemistry, 38, 2590 - 2600 (1999), "8-Nitro-2'-Deoxyguanosine, a Specific Marker of Oxidation by Reactive Nitrogen Species, is Generated by the Myeloperoxidase-Hydrogen Peroxide-Nitrite System of Activated Human Phagocytes"
  • 7. Halliwell B., Mutat. Res., 443, 37 - 52 (1999), "Oxygen and Nitrogen are Pro-carcinogens. Damage to DNA by Reactive Oxygen, Chlorine and Nitrogen Species: Measurement, Mechanism and the Effects of Nutrition"
  • 8. Yoshie Y.Ohshima H., Free Radical Biol. Med., 24, 341 - 348 (1998), "Synergistic Induction of DNA Strand Breakage by Catechol-Estrogen and Nitric Oxide: Implications for Hormonal Carcinogenesis"
  • 9. Ohshima H., Yoshie Y., Auriol S.Gilibert I., Free Radical Biol. Med., 25, 1057 - 1065 (1998), "Antioxidant and Pro-Oxidant Actions of Flavonoids: Effects on DNA Damage Induced by Nitric Oxide, Peroxynitrite and Nitroxyl Anion"
  • 10. Jourd'heuil D., Kang D.Grisham M. B., Front. Biosci., 2, 189 - 196 (1997), "Interactions Between Superoxide and Nitric Oxide: Implications in DNA Damage and Mutagenesis"
  • 11. Yermilov V., Yoshie Y., Rubio J.Ohshima H., FEBS Lett., 399, 67 - 70 (1996), "Effects of Carbon Dioxide/Bicarbonate on Induction of DNA Single-Strand Breaks and Formation of 8-Nitroguanine, 8-Oxoguanine and Base-Propenal Mediated by Peroxynitrite"
  • 12. Uppu R. M.Pryor W. M., Anal. Biochem., 236, 242 - 249 (1996), "Synthesis of Peroxynitrite in a Two-Phase System Using Isoamyl Nitrite and Hydrogen Peroxide"
  • 13. Yermilov V., Rubio J., Becchi M., Friesen M. D., Pignatelli B.Ohshima H., Carcinogenesis, 16, 2045 - 2050 (1995), "Formation of 8-Nitroguanine by the Reaction of Guanine with Peroxynitrite In Vitro"
  • 14. Yermilov V., Rubio J.Ohshima H., FEBS Lett., 376, 207 - 210 (1995), "Formation of 8-Nitroguanine in DNA Treated with Peroxynitrite In Vitro and its Rapid Removal from DNA by Depurination"