D7145

2′-Deoxyguanosine monohydrate

99-100%

• Synonym(s): 2′-Deoxyguanosine hydrate, 9-(2-Deoxy-β-D-ribofuranosyl)guanine, Guanine-2′-deoxyriboside
• Empirical Formula (Hill Notation): C₁₀H₁₃N₅O₄ · H₂O
• CAS Number: 312693-72-4
• Molecular Weight: 285.26
• Beilstein: 39814
• MDL number: MFCD00150760
• UNSPSC Code: 41106305
• PubChem Substance ID: 24894083
• NACRES: NA.51

Properties

• biological source: synthetic (organic)
• Quality Level: 200
• 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

Description

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

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

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable