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Merck

H5653

8-Hydroxy-2′-deoxyguanosine

≥98% (TLC), DNA damage biomaker

Synonym(s):

8-Oxo-7,8-dihydro-2′-deoxyguanosine, 8-Oxo-dG

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About This Item

Empirical Formula (Hill Notation):
C10H13N5O5
CAS Number:
Molecular Weight:
283.24
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (TLC)
Quality level:
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Product Name

8-Hydroxy-2′-deoxyguanosine, ≥98% (TLC)

SMILES string

O=C1C(NC(N2C3CC(O)C(CO)O3)=O)=C2NC(N)=N1

InChI key

HCAJQHYUCKICQH-UHFFFAOYSA-N

InChI

1S/C10H13N5O5/c11-9-13-7-6(8(18)14-9)12-10(19)15(7)5-1-3(17)4(2-16)20-5/h3-5,16-17H,1-2H2,(H,12,19)(H3,11,13,14,18)

assay

≥98% (TLC)

storage temp.

2-8°C

Quality Level

Related Categories

Application

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

Biochem/physiol Actions

A marker compound typically indicative of DNA damage associated with mutagenesis and carcinogenesis
The levels of 8-hydroxy-2′-deoxyguanosine helps in evaluating oxidative stress and DNA damage in individuals suffering from laryngeal cancer. Hence it serves as a major biomarker of DNA damage, induced by reactive oxygen species (ROS).

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Aireza Shirpoor et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 84, 698-704 (2016-10-07)
Chronic alcohol ingestion is associated with pronounced detrimental effects on the renal system. In the current study, the protective effect of ginger extract on ethanol-induced damage was evaluated through determining 8-OHdG, cystatin C, glomerular filtration rate, and pathological changes such
Arif Malik et al.
Drug design, development and therapy, 12, 1431-1443 (2018-06-07)
The present study investigates the hepato- and DNA-protective effects of standardized extracts of Cleome brachycarpa (cabralealactone), Solanum incanum (solasodin), and Salvadora oleioides (salvadorin) in rats. Hepatotoxicity was induced with intraperitoneal injection of carbon tetrachloride (CCl4) (1 mL/kg b.wt.) once a
Urine metabolomics shows an induction of fatty acids metabolism in healthy adult volunteers after supplementation with green coffee (Coffea robusta L.) bean extract
Peron G, et al.
Phytomedicine, 38(1), 74-83 (2018)
Increased blood 8-hydroxy-2-deoxyguanosine levels in methamphetamine users during early abstinence
Huang M C, et al.
The American Journal of Drug and Alcohol Abuse, 44(3), 395-402 (2018)
Oxidative DNA damage in placentas from normal and pre-eclamptic pregnancies
Wiktor H, et al.
Virchows Archiv, 445(1), 74-78 (2004)

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