D7145
2′-Deoxyguanosine monohydrate
99-100%, synthetic (organic), powder
Sinónimos:
2′-Deoxyguanosine hydrate, 9-(2-Deoxy-β-D-ribofuranosyl)guanine, Guanine-2′-deoxyriboside
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Acerca de este artículo
Fórmula empírica (notación de Hill):
C10H13N5O4 · H2O
Número CAS:
Peso molecular:
285.26
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
MDL number:
Beilstein/REAXYS Number:
39814
Assay:
99-100%
Biological source:
synthetic (organic)
Form:
powder
Solubility:
1 M NH4OH: 50 mg/mL, clear, colorless
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Permítanos ayudarleNombre del producto
2′-Deoxyguanosine monohydrate, 99-100%
InChI
1S/C10H13N5O4.H2O/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6;/h3-6,16-17H,1-2H2,(H3,11,13,14,18);1H2/t4-,5+,6+;/m0./s1
SMILES string
O.NC1=Nc2c(ncn2[C@H]3C[C@H](O)[C@@H](CO)O3)C(=O)N1
InChI key
LZSCQUCOIRGCEJ-FPKZOZHISA-N
biological source
synthetic (organic)
assay
99-100%
form
powder
solubility
1 M NH4OH: 50 mg/mL, clear, colorless
Quality Level
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Categorías relacionadas
Application
2′-Deoxyguanosine monohydrate has been used as a nucleoside supplement:
- to study its effect on mitochondrial DNA copy number in deoxyguanosine kinase (dguok) mutant zebrafish,
- in tissue culture medium for deoxyribonucleotide triphosphate (dNTP) synthesis,
- in RPMI (Roswell Park Memorial Institute)-1640 medium to eliminate the endogenous thymocytes
Biochem/physiol Actions
Deoxyguanosine (dG) is a purine nucleoside that upon sequential phosphorylation (kinases) forms deoxyguanosine triphosphate (dGTP) which is used by DNA polymerases and reverse transcriptases to synthesize DNA(s). Deoxyguanosine is the most electron-rich of the four canonical bases and includes many nucleophilic sites which are susceptible to oxidative damage. This makes deoxyguanosine and its oxidized derivatives useful reagents to study mechanisms of oxidative damage to nucleosides and nucleotides.
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Takeji Takamura-Enya et al.
Bioorganic & medicinal chemistry letters, 21(14), 4206-4209 (2011-06-21)
BODIPY-modified 2'-deoxyguanosine was synthesized for use as a detection reagent for genotoxic compounds. BODIPY-FL is a well known fluorescence reagent whose fluorescent light emission diminishes near a guanine base by a photo-induced electron transfer process. We attached BODIPY-Fl to the
Kasper Broedbaek et al.
Free radical biology & medicine, 51(8), 1473-1479 (2011-08-09)
The increasing prevalence of diabetes together with the associated morbidity and mortality calls for additional preventive and therapeutic strategies. New biomarkers that can be used in therapy control and risk stratification as alternatives to current methods are needed and can
Sreelekha K Singh et al.
Nucleic acids research, 39(15), 6789-6801 (2011-05-17)
The oxidation of DNA resulting from reactive oxygen species generated during aerobic respiration is a major cause of genetic damage that, if not repaired, can lead to mutations and potentially an increase in the incidence of cancer and aging. A
José Pedro F Angeli et al.
Free radical biology & medicine, 51(2), 503-515 (2011-05-24)
Epidemiological studies have indicated that Western diets are related to an increase in a series of malignancies. Among the compounds that are credited for this toxic effect are heme and lipid peroxides. We evaluated the effects of hemoglobin (Hb) and
Janna M Mundt et al.
Nucleic acids research, 36(1), 228-236 (2007-11-21)
7,8-Dihydro-8-oxo-2'-deoxyguanosine (8-oxodG) is a well-known marker of oxidative stress. We report a mechanistic analysis of several pathways by which 8-oxodG is converted to nucleotide triphosphates and incorporated into both DNA and RNA. Exposure of MCF-7 cells to [(14)C]8-oxodG combined with
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