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D7145

2′-Deoxyguanosine monohydrate

99-100%, synthetic (organic), powder

Synonym(s):

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

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25 mg
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CLP 38,000
100 mg
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CLP 88,400
1 g
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CLP 299,000
5 g
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CLP 1,040,000

About This Item

Empirical Formula (Hill Notation):
C10H13N5O4 · H2O
CAS Number:
Molecular Weight:
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

CLP 38,000


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Product Name

2′-Deoxyguanosine monohydrate, 99-100%

biological source

synthetic (organic)

Quality Level

assay

99-100%

form

powder

solubility

1 M NH4OH: 50 mg/mL, clear, colorless

SMILES string

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

InChI key

LZSCQUCOIRGCEJ-FPKZOZHISA-N

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]

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This Item
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


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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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
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



Global Trade Item Number

SKUGTIN
D7145-25MG04061833048016
D7145-1G04061826738405
D7145-5G04061833588239
D7145-100MG04061833048009

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