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Merck

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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Fórmula empírica (notación de Hill):
C10H13N5O4 · H2O
Número CAS:
312693-72-4
Peso molecular:
285.26
NACRES:
NA.51
PubChem Substance ID:
24894083
UNSPSC Code:
41106305
MDL number:
MFCD00150760
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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Nombre 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

200

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Este artículo
D0901D8668D7400
2′-Deoxyguanosine monohydrate 99-100%

Sigma-Aldrich

D7145

2′-Deoxyguanosine monohydrate

2′-Deoxyguanosine monohydrate powder, BioReagent, suitable for cell culture, 99-100%

Sigma-Aldrich

D0901

2′-Deoxyguanosine monohydrate

2′-Deoxyadenosine monohydrate powder, BioReagent, suitable for cell culture

Sigma-Aldrich

D8668

2′-Deoxyadenosine monohydrate

2′-Deoxyadenosine monohydrate ≥99%

Sigma-Aldrich

D7400

2′-Deoxyadenosine monohydrate

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]

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
0000402476
0000307315
0000402476
0000307315
WXBC5868V

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Visite la Librería de documentos

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
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
Benjamin Munro et al.
Human molecular genetics, 28(5), 796-803 (2018-11-15)
Deoxyguanosine kinase (dGK) is an essential rate-limiting component of the mitochondrial purine nucleotide salvage pathway, encoded by the nuclear gene encoding deoxyguanosine kinase (DGUOK). Mutations in DGUOK lead to mitochondrial DNA (mtDNA) depletion typically in the liver and brain, causing
David Alejandro Bejarano et al.
Viruses, 10(11) (2018-11-15)
Macrophages are natural target cells of human immunodeficiency virus type 1 (HIV-1). Viral replication appears to be delayed in these cells compared to lymphocytes; however, little is known about the kinetics of early post-entry events. Time-of-addition experiments using several HIV-1
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