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H5653

Sigma-Aldrich

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
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

product name

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

Quality Level

Assay

≥98% (TLC)

storage temp.

2-8°C

SMILES string

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

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)

InChI key

HCAJQHYUCKICQH-UHFFFAOYSA-N

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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)
Ying Yin et al.
American journal of translational research, 8(11), 4716-4725 (2016-12-03)
To explore whether polycomb repressor Bmi1 plays an important role in dentin and mandible development homeostasis by maintaining redox balance, 3-week-old Bmi1 gene knockout (Bmi1-/-) mice were treated with the antioxidant N-acetylcysteine (NAC) for 2 weeks in their drinking water
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)

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