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:
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
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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Rachel Yong et al.
PloS one, 8(8), e73428-e73428 (2013-08-31)
NADPH oxidase 4 (Nox4) is reported to be the major source of reactive oxygen species (ROS) in the kidneys during the early stages of diabetic nephropathy. It has been shown to mediate TGFβ1-induced differentiation of cardiac fibroblasts into myofibroblasts. Despite
Elisabeth Müllner et al.
Molecular nutrition & food research, 57(2), 328-338 (2012-11-14)
Type 2 diabetes is a multifactorial disease associated with increased oxidative stress, which may lead to increased DNA damage. The aim of this study was to investigate the effect of a healthy diet on DNA oxidation in diabetics and nondiabetics.
Pan Chen et al.
Life sciences, 232, 116594-116594 (2019-06-25)
Sleep deficiency has been reported to be associated with some oral health problems. Oral ulcers are very common lesions of the oral mucosa, which severely impact patients' quality of life. However, the association between sleep deficiency and the oral ulcer