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Merck
CN

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:
88847-89-6
Molecular Weight:
283.24
UNSPSC Code:
12352200
PubChem Substance ID:
24895702
NACRES:
NA.77
MDL number:
MFCD00210311

Key Documents

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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

200

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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Certificates of Analysis (COA)

Lot/Batch Number
0000424169
0000424169
0000395821
0000378364
0000378364

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Measuring oxidative DNA damage with 8-hydroxy-2?-deoxyguanosine levels in patients with laryngeal cancer
Mazlumoglu M R, et al.
The Annals of Otology, Rhinology, and Laryngology, 126(2), 103-109 (2017)
Nikhat J Siddiqi et al.
Journal of neuroinflammation, 9, 123-123 (2012-06-14)
Gold nanoparticles (AuNPs) are finding increased use in therapeutics and imaging. However, their toxic effects still remain to be elucidated. Therefore this study was undertaken to study the biochemical effects of AuNPs on rat brain and identify potential biomarkers of
Jia-Feng Chang et al.
Frontiers in medicine, 7, 78-78 (2020-04-09)
Background: Uremic vascular calcification (UVC) is reminiscent of osteogenesis and apoptosis in vascular smooth muscle cell (VSMC). We aimed to identify how circulating procalcific particles dramatically leak into VSMC layer in human tissue models of vascular rings. Methods: According to
Helena Beatriz Ferreira et al.
Journal of pharmaceutical and biomedical analysis, 174, 386-395 (2019-06-18)
Autoimmune diseases (AID) are a heterogeneous group of disorders that have in common a chronic inflammation and dysregulation of the immune system. Systemic lupus erythematosus (SLE) is one of the most frequent systemic autoimmune diseases characterized by autoimmune phenomena in
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.
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