Skip to Content
Merck

Key Documents

View All Documentation

Skip To

D5287

2′-Deoxyinosine

≥98%

Synonym(s):

9-(2-Deoxy-β-D-ribofuranosyl)hypoxanthine

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View
Pack SizeSKUAvailabilityPrice

About This Item

Empirical Formula (Hill Notation):
C10H12N4O4
CAS Number:
890-38-0
Molecular Weight:
252.23
UNSPSC Code:
41106305
NACRES:
NA.51
PubChem Substance ID:
24893935
EC Number:
212-964-1
Beilstein/REAXYS Number:
33517
MDL number:
MFCD00005762
Assay:
≥98%
Biological source:
synthetic (organic)
Form:
powder
Solubility:
1 M NH4OH: 50 mg/mL, clear, colorless
Storage temp.:
−20°C
Pricing and availability is not currently available.
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

biological source

synthetic (organic)

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.[1]

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.[1] 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.

Compare Similar Items

View Full Comparison

Show Differences

1 of 1

This Item
D5412D7400D8668
2′-Deoxyinosine ≥98%

Sigma-Aldrich

D5287

2′-Deoxyinosine

2′-Deoxyuridine ≥98.5%

Sigma-Aldrich

D5412

2′-Deoxyuridine

2′-Deoxyadenosine monohydrate ≥99%

Sigma-Aldrich

D7400

2′-Deoxyadenosine monohydrate

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

Sigma-Aldrich

D8668

2′-Deoxyadenosine monohydrate

biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

synthetic (organic)

form

powder

form

powder

form

powder

form

powder

assay

≥98%

assay

≥98.5%

assay

≥99%

assay

≥99% (HPLC)

solubility

1 M NH4OH: 50 mg/mL, clear, colorless

solubility

water: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow

solubility

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

solubility

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

storage temp.

−20°C

storage temp.

-

storage temp.

2-8°C

storage temp.

2-8°C

impurities

inosine, essentially free

impurities

Thymidine, free

impurities

-

impurities

-

Still not finding the right product?

Explore all of our products under 2′-Deoxyinosine

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000549789
0000549789
0000370234
0000370218
0000368748

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Shuji Ikeda et al.
Organic & biomolecular chemistry, 8(3), 546-551 (2010-01-22)
Hybridization-sensitive fluorescent probes have an inherent disadvantage: self-dimerization of the probe prevents the fluorescence quenching prior to hybridization with the target, resulting in a high background signal. To avoid self-dimerization of probes, we focused on a base pair formed by
Bo Pang et al.
Carcinogenesis, 28(8), 1807-1813 (2007-03-10)
In an effort to define the prevalent DNA damage chemistry-associated chronic inflammation, we have quantified 12 DNA damage products in tissues from the SJL mouse model of nitric oxide (NO) overproduction. Using liquid chromatography-mass spectrometry/MS and immunoblot techniques, we analyzed
Quantification of DNA damage products resulting from deamination, oxidation and reaction with products of lipid peroxidation by liquid chromatography isotope dilution tandem mass spectrometry
Taghizadeh K, et al.
Nature Protocols, 3(8), 1287-1287 (2008)
View All Related Papers

Global Trade Item Number

SKUGTIN
D5287-100MG04061833047965
D5287-1G04061826690581

Questions

Reviews

No rating value

Active Filters