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8-OXO-2'-DEOXYGUANOSINE

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8-OXO-2'-DEOXYGUANOSINE Basic information

Product Name:
8-OXO-2'-DEOXYGUANOSINE
Synonyms:
  • 8-HYDROXY-2'-DEOXYGUANOSINE
  • 2'-Deoxy-8-oxoguanosine
  • 7,8-Dihydro-8-oxo-2'-deoxyguanosine
  • 8-Oxo-7,8-dihydro-2'-deoxyguanosine
  • 8-Oxo-7,8-dihydrodeoxyguanosine
  • 2'-Deoxy-8-oxo-D-guanosine
  • 8-Oxo-7,8-dihydro-2μ-deoxyguanosine, 8-Oxo-dG
  • 2'-Deoxy-8-hydroxyguanosine
CAS:
88847-89-6
MF:
C10H13N5O5
MW:
283.24
Product Categories:
  • Bases & Related Reagents
  • Labeling and Diagnostics Reagents
  • Nucleotides
  • Heterocycles
Mol File:
88847-89-6.mol
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8-OXO-2'-DEOXYGUANOSINE Chemical Properties

Melting point:
217-220°C
Density 
2.25±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Soluble in DMSO (up to 10 mg/ml).
form 
White to off-white solid.
pka
7.86±0.20(Predicted)
color 
Off-white
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month.
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Safety Information

Safety Statements 
24/25
WGK Germany 
3
RTECS 
MF8782675
HS Code 
29349990
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8-OXO-2'-DEOXYGUANOSINE Usage And Synthesis

Description

8-Oxo-2′-deoxyguanosine (88847-89-6) is a useful marker for DNA damage via a variety of oxidative processes.1?It is a critical biomarker for oxidative stress and carcinogenesis.2,3

Chemical Properties

White Crystalline Solid

Uses

A marker compound indicative of DNA damage associated with mutagenesis and carcinogenesis. Can induce differentiation of Friend murine erythroleukemia cells in vitro.

Uses

8-Hydroxy-2′-deoxyguanosine has been used:

  • as a standard to analyse the oxidative DNA damage in the placenta of normal and abnormal pregnancies by electrochemical detection
  • as a standard for high performance liquid chromatography (HPLC) with electrochemical detection (ECD) measurement
  • as a standard for HPLC and as a urinary marker of oxidative stress in order to assess the potential?antioxidant?activity of green coffee bean extract (GCBE) in vivo
  • as a standard for LC/MS/MS analysis

Definition

ChEBI: Guanosine substituted at the purine 8-position by a hydroxy group. It is used as a biomarker of oxidative DNA damage.

Biochem/physiol Actions

A marker compound typically indicative of DNA damage associated with mutagenesis and carcinogenesis

References

1) Beckman?et al. (1997),?Oxidative decay of DNA; J. Biol. Chem.,?272?19636 2) Andreoli?et al. (2010),?Quantitative determination of urinary 8-oxo-7,8-dihydro-2′-deoxyguanosine, 8-oxo-7,8-dihydroguanine, 8-oxo-7,8-dihydroguanosine, and their non-oxidized forms: daily concentration profile for healthy volunteers; Biomarkers,?15?221 3) Manini?et al. (2009),?Biomarkers of nucleic acid oxidation, polymorphism in, and expression of, hOGG1 gene in styrene-exposed workers; Toxicol. Lett.,?190?41

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