D5287
2′-Deoxyinosine
≥98%
Synonym(s):
9-(2-Deoxy-β-D-ribofuranosyl)hypoxanthine
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About This Item
Empirical Formula (Hill Notation):
C10H12N4O4
CAS Number:
Molecular Weight:
252.23
UNSPSC Code:
41106305
NACRES:
NA.51
PubChem Substance ID:
EC Number:
212-964-1
Beilstein/REAXYS Number:
33517
MDL number:
Assay:
≥98%
Biological source:
synthetic (organic)
Form:
powder
Solubility:
1 M NH4OH: 50 mg/mL, clear, colorless
Storage temp.:
−20°C
biological source
synthetic (organic)
Quality Segment
assay
≥98%
form
powder
impurities
inosine, essentially free
solubility
1 M NH4OH: 50 mg/mL, clear, colorless
storage temp.
−20°C
SMILES string
OC[C@H]1O[C@H](C[C@@H]1O)n2cnc3C(=O)NC=Nc23
InChI
1S/C10H12N4O4/c15-2-6-5(16)1-7(18-6)14-4-13-8-9(14)11-3-12-10(8)17/h3-7,15-16H,1-2H2,(H,11,12,17)/t5-,6+,7+/m0/s1
InChI key
VGONTNSXDCQUGY-RRKCRQDMSA-N
Application
2′-Deoxyinosine has been used in the quantification of nucleoside forms of DNA lesion in a single DNA sample by liquid chromatography tandem mass spectrometry (LC-MS/MS). It has also been used as a standard for high performance liquid chromatography analysis.
Biochem/physiol Actions
2′-Deoxyinosine is a nucleoside form of hypoxanthine. It is a DNA damage product resulting from the impairment of DNA by reactive nitrogen species. 2′-deoxyinosine is formed from nitrosative deamination by N2O3.
2′-Deoxyinosine is a nucleoside composed of hypoxanthine attached to 2′-deoxyribose via a β-N9-glycosidic bond. 2′-Deoxyinosine in DNA can arise from deamination of adenosine. 2′-deoxyinsine can be used as a model compound to study the chemistry of adduct formation and radical chemistry that may affect DNA structures. 2′-Deoxyinosine is used to produce hybridization-sensitive fluorescent DNA probes with self-avoidance ability.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Related Content
Global Trade Item Number
| SKU | GTIN |
|---|---|
| D5287-1G | 04061826690581 |
| D5287-100MG | 04061833047965 |