8-OXO-2'-DEOXYGUANOSINE

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
EINECS:
Product Categories:Bases & Related Reagents;Labeling and Diagnostics Reagents;Nucleotides;Heterocycles
Mol File:88847-89-6.mol
8-OXO-2'-DEOXYGUANOSINE Structure
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).
pka7.86±0.20(Predicted)
form White to off-white solid.
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.
Safety Information
Safety Statements 24/25
WGK Germany 3
RTECS MF8782675
HS Code 29349990
MSDS Information
8-OXO-2'-DEOXYGUANOSINE Usage And Synthesis
Description8-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 PropertiesWhite Crystalline Solid
Uses8-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

UsesA marker compound indicative of DNA damage associated with mutagenesis and carcinogenesis. Can induce differentiation of Friend murine erythroleukemia cells in vitro.
DefinitionChEBI: Guanosine substituted at the purine 8-position by a hydroxy group. It is used as a biomarker of oxidative DNA damage.
Biochem/physiol ActionsA marker compound typically indicative of DNA damage associated with mutagenesis and carcinogenesis
References1) 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
5'-O-(DIMETHOXYTRITYL)-8-HYDROXY-N2-ISOBUTRYL-2'-DEOXYGUANOSINE 8-ALLYLOXY-N2-ISOBUTYRYL-2'-DEOXYGUANOSINE Tri-O-acetyl-8-(allyloxy)guanosine 2'-DEOXY-7,8-DIHYDRO-8-OXO-GUANOSINE, MONOHYDRATE 8-OXO-2'-DEOXY-GUANOSINE-5'-TRIPHOSPHATE, SODIUM SALT 8-OXO-2'-DEOXYGUANOSINE-5'-TRIPHOSPHATE LITHIUM SALT 8-ALLYLOXY-N2-(DMF)-2'-DEOXYGUANOSINE 8-Benzyloxyguanosine 8-Benzyloxy-2'-deoxy-D-guanosine 8-(Allyloxy)guanosine 5'-O-(4,4'-DIMETHOXYTRITYL)-N2-ISOBUTYRYL-8-OXO-2'-DEOXYGUANOSINE, 3'-[(2-CYANOETHYL)-(N,N-DIISOPROPYL)]PHOSPHORAMIDITE 7-propyl-8-oxoguanosine 8-METHOXY-DG CEP 8-ALLYLOXY-3'-O-[(DIISOPROPYLAMINO)(2-CYANOETHOXY)PHOSPHINO]-5'-O-(4,4'-DIMETHOXYTRITYL)-N2-[(DIMETHYLAMINO)METHYLIDINE]-2'-DEOXYGUANOSINE 8-OXO-GTP SODIUM SALT 8-HYDROXY-N2-ISOBUTRYL-2'-DEOXYGUANOSINE 8-BENZYLOXY-N2-ISOBUTYRYL-2'-DEOXYGUANOSINE 8-ALLYLOXY-2'-DEOXYGUANOSINE

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