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.

Safety Information

Safety Statements 

24/25

WGK Germany 

3

RTECS 

MF8782675

HS Code 

29349990

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

8-OXO-2'-DEOXYGUANOSINE(88847-89-6)Related Product Information

• 8-OXO-2'-DEOXYGUANOSINE
• Loxoribine
• 8-Benzyloxyguanosine
• Guanine
• Purine
• 7-propyl-8-oxoguanosine
• 8-HYDROXYGUANOSINE
• 5'-O-(4,4'-DIMETHOXYTRITYL)-N2-ISOBUTYRYL-8-OXO-2'-DEOXYGUANOSINE, 3'-[(2-CYANOETHYL)-(N,N-DIISOPROPYL)]PHOSPHORAMIDITE
• 8-ALLYLOXY-3'-O-[(DIISOPROPYLAMINO)(2-CYANOETHOXY)PHOSPHINO]-5'-O-(4,4'-DIMETHOXYTRITYL)-N2-[(DIMETHYLAMINO)METHYLIDINE]-2'-DEOXYGUANOSINE
• 8-ALLYLOXY-N2-ISOBUTYRYL-2'-DEOXYGUANOSINE
• 8-ALLYLOXY-2'-DEOXYGUANOSINE
• Tri-O-acetyl-8-(allyloxy)guanosine
• 5'-O-(DIMETHOXYTRITYL)-8-HYDROXY-N2-ISOBUTRYL-2'-DEOXYGUANOSINE
• 8-BENZYLOXY-N2-ISOBUTYRYL-2'-DEOXYGUANOSINE
• 8-HYDROXY-N2-ISOBUTRYL-2'-DEOXYGUANOSINE
• 8-ALLYLOXY-N2-(DMF)-2'-DEOXYGUANOSINE
• 8-Benzyloxy-2'-deoxy-D-guanosine
• 8-(Allyloxy)guanosine