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H5653 Sigma-Aldrich

8-Hydroxy-2′-deoxyguanosine

≥98% (TLC)

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

  • CAS Number 88847-89-6

  • Empirical Formula (Hill Notation) C10H13N5O5

  • Molecular Weight 283.24

  •  MDL number MFCD00210311

  •  PubChem Substance ID 24895702

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Cell Stress,
Quality Level   200
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

Description

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

Packaging

1, 5 mg in glass bottle

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).

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Discover Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

Exposure to harsh conditions, cellular damage, and other factors can cause stress on cells. Stress attributed directly and indirectly to oxygen is referred to as oxidative stress, which is imposed on...
Keywords: Antimicrobials, Bioactive small molecules, Cancer, Diseases, Neurodegenerative Diseases, Oxidations

UHPLC/MS Analysis of 8-Hydroxy-2′-Deoxyguanosine and Related Compounds on Titan™ Silica

From our library of Articles, Sigma-Aldrich presents UHPLC/MS Analysis of 8-Hydroxy-2′-Deoxyguanosine and Related Compounds on Titan™ Silica
Keywords: Chromatography, Mass spectrometry, Separation

Peer-Reviewed Papers
15

References

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