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D7145

2′-Desoxyguanosin Monohydrat

99-100%, synthetic (organic), powder

Synonym(e):

9-(2-Deoxy-β-D-ribofuranosyl)-guanin, Guanindeoxyribosid

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25 MG

€ 46,20

100 MG

€ 103,00

1 G

€ 345,00

5 G

€ 1.200,00

€ 46,20


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Über diesen Artikel

Empirische Formel (Hill-System):
C10H13N5O4 · H2O
CAS-Nummer:
Molekulargewicht:
285.26
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
MDL number:
Beilstein/REAXYS Number:
39814

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Unterstützung erhalten

Produktname

2′-Desoxyguanosin Monohydrat, 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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Dieser Artikel
D0901D8668D7400
biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

synthetic (organic)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

assay

99-100%

assay

99-100%

assay

≥99% (HPLC)

assay

≥99%

form

powder

form

powder

form

powder

form

powder

solubility

1 M NH4OH: 50 mg/mL, clear, colorless

solubility

1 M NH4OH: 50 mg/mL

solubility

H2O: soluble 25 mg/mL, clear to slightly hazy, colorless to faintly yellow

solubility

water: 25 mg/mL, clear to slightly hazy, colorless to faintly yellow

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]

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).[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]

Lagerklasse

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
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
Aaron M Fleming et al.
Organic & biomolecular chemistry, 15(39), 8341-8353 (2017-09-25)
In DNA, 2'-deoxyguanosine (dG) is susceptible to oxidative modification by reactive oxygen species (ROS) yielding many products, one of which is 8-oxo-7,8-dihydro-2'-deoxyguanosine (dOG). Interestingly, dOG is stable but much more labile toward oxidation than dG, furnishing 5-guanidinohydantoin-2'-deoxyribose (dGh) that is

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