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| | 8-OXO-2'-DEOXYGUANOSINE Basic information |
| | 8-OXO-2'-DEOXYGUANOSINE Chemical Properties |
| Melting point | 217-220°C | | density | 2.25±0.1 g/cm3(Predicted) | | storage temp. | 2-8°C | | solubility | Soluble in DMSO (up to 10 mg/ml). | | pka | 7.86±0.20(Predicted) | | form | White to off-white solid. | | color | Off-white | | Stability: | Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month. | | InChI | 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)/t3-,4+,5+/m0/s1 | | InChIKey | HCAJQHYUCKICQH-VPENINKCSA-N | | SMILES | OC[C@H]1O[C@@H](N2C3=C(C(NC(=N3)N)=O)NC2=O)C[C@@H]1O |
| Safety Statements | 24/25 | | WGK Germany | 3 | | RTECS | MF8782675 | | HS Code | 29349990 | | Storage Class | 11 - Combustible Solids |
| | 8-OXO-2'-DEOXYGUANOSINE Usage And Synthesis |
| Description | 8-Oxo-2′-deoxyguanosine (88847-89-6) is a useful marker for DNA damage via a variety of oxidative processes.1It is a critical biomarker for oxidative stress and carcinogenesis.2,3 | | Chemical Properties | White Crystalline Solid | | Uses | A marker compound indicative of DNA damage associated with mutagenesis and carcinogenesis. Can induce differentiation of Friend murine erythroleukemia cells in vitro. | | Uses | 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 potentialantioxidantactivity of green coffee bean extract (GCBE) in vivo
- as a standard for LC/MS/MS analysis
| | Definition | ChEBI: Guanosine substituted at the purine 8-position by a hydroxy group. It is used as a biomarker of oxidative DNA damage. | | Biochem/physiol Actions | A marker compound typically indicative of DNA damage associated with mutagenesis and carcinogenesis | | References | [1] K B BECKMAN B N A. Oxidative decay of DNA.[J]. The Journal of Biological Chemistry, 1997, 272 32: 19633-19636. DOI:10.1074/jbc.272.32.19633 [2] ROBERTA ANDREOLI. Quantitative determination of urinary 8-oxo-7,8-dihydro-2’-deoxyguanosine, 8-oxo-7,8-dihydroguanine, 8-oxo-7,8-dihydroguanosine, and their non-oxidized forms: daily concentration profile in healthy volunteers.[J]. Biomarkers, 2010, 15 3: 221-231. DOI:10.3109/13547500903434501 [3] PAOLA MANINI . Biomarkers of nucleic acid oxidation, polymorphism in, and expression of, hOGG1 gene in styrene-exposed workers[J]. Toxicology letters, 2009, 190 1: Pages 41-47. DOI:10.1016/j.toxlet.2009.06.862 |
| | 8-OXO-2'-DEOXYGUANOSINE Preparation Products And Raw materials |
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