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Principaux documents

D7145

Sigma-Aldrich

2′-Deoxyguanosine monohydrate

99-100%

Synonyme(s) :

2′-Deoxyguanosine hydrate, 9-(2-Deoxy-β-D-ribofuranosyl)guanine, Guanine-2′-deoxyriboside

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25 MG
48.60 CHF
100 MG
105.00 CHF
1 G
353.00 CHF
5 G
1 230.00 CHF

48.60 CHF


Date d'expédition estimée le19 mars 2025



Sélectionner une taille de conditionnement

Changer de vue
25 MG
48.60 CHF
100 MG
105.00 CHF
1 G
353.00 CHF
5 G
1 230.00 CHF

About This Item

Formule empirique (notation de Hill):
C10H13N5O4 · H2O
Numéro CAS:
Poids moléculaire :
285.26
Beilstein:
39814
Numéro MDL:
Code UNSPSC :
41106305
ID de substance PubChem :
Nomenclature NACRES :
NA.51

48.60 CHF


Date d'expédition estimée le19 mars 2025


Source biologique

synthetic (organic)

Niveau de qualité

Essai

99-100%

Forme

powder

Solubilité

1 M NH4OH: 50 mg/mL, clear, colorless

Chaîne SMILES 

O.NC1=Nc2c(ncn2[C@H]3C[C@H](O)[C@@H](CO)O3)C(=O)N1

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

Clé InChI

LZSCQUCOIRGCEJ-FPKZOZHISA-N

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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[1],
  • in tissue culture medium for deoxyribonucleotide triphosphate (dNTP) synthesis[2],
  • in RPMI (Roswell Park Memorial Institute)-1640 medium to eliminate the endogenous thymocytes[3]

Actions biochimiques/physiologiques

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).[4] Deoxyguanosine is the most electron-rich of the four canonical bases and includes many nucleophilic sites which are susceptible to oxidative damage.[5] This makes deoxyguanosine and its oxidized derivatives useful reagents to study mechanisms of oxidative damage to nucleosides and nucleotides.[6]

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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Consulter la Bibliothèque de documents

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
Zimu Deng et al.
Methods in molecular biology (Clifton, N.J.), 1323, 151-158 (2015-08-22)
Reconstituted thymus organ culture is based on fetal thymus organ culture (FTOC). Purified thymocyte populations, from genetically modified mice or even from other species, are cultured in vitro with thymic lobes depleted of their endogenous thymocytes (by 2'-deoxyguanosine treatment) to
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
Athanasios Valavanidis et al.
Free radical research, 39(10), 1071-1081 (2005-11-22)
An association between exposure to ambient particulate matter (PM) and increased incidence of mortality and morbidity due to lung cancer and cardiovascular diseases has been demonstrated by recent epidemiological studies. Reactive oxygen species (ROS), especially hydroxyl radicals, generated by PM

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