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D7145

Sigma-Aldrich

2′-Deoxyguanosine monohydrate

99-100%

Sinonimo/i:

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

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25 MG
44,20 €
100 MG
98,30 €
1 G
330,00 €
5 G
1.150,00 €

44,20 €

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Cambia visualizzazione
25 MG
44,20 €
100 MG
98,30 €
1 G
330,00 €
5 G
1.150,00 €

About This Item

Formula empirica (notazione di Hill):
C10H13N5O4 · H2O
Numero CAS:
312693-72-4
Peso molecolare:
285.26
Beilstein:
39814
Numero MDL:
MFCD00150760
Codice UNSPSC:
41106305
ID PubChem:
24894083
NACRES:
NA.51

44,20 €

Per informazioni sulla disponibilità, contatta il Servizio Clienti.

Origine biologica

synthetic (organic)

Livello qualitativo

200

Saggio

99-100%

Stato

powder

Solubilità

1 M NH4OH: 50 mg/mL, clear, colorless

Stringa SMILE

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
LZSCQUCOIRGCEJ-FPKZOZHISA-N

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Applicazioni

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]

Azioni biochim/fisiol

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]

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number
0000402476
0000307315
0000402476
0000307315
WXBC5868V

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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
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
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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