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D5287

Sigma-Aldrich

2′-Deoxyinosine

≥98%

Sinonimo/i:

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

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100 MG
44,90 €
1 G
215,00 €

44,90 €

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Cambia visualizzazione
100 MG
44,90 €
1 G
215,00 €

About This Item

Formula empirica (notazione di Hill):
C10H12N4O4
Numero CAS:
890-38-0
Peso molecolare:
252.23
Beilstein:
33517
Numero CE:
212-964-1
Numero MDL:
MFCD00005762
Codice UNSPSC:
41106305
ID PubChem:
24893935
NACRES:
NA.51

44,90 €

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Origine biologica

synthetic (organic)

Livello qualitativo

200

Saggio

≥98%

Stato

powder

Impurezze

inosine, essentially free

Solubilità

1 M NH4OH: 50 mg/mL, clear, colorless

Temperatura di conservazione

−20°C

Stringa SMILE

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
VGONTNSXDCQUGY-RRKCRQDMSA-N

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Applicazioni

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).[1] It has also been used as a standard for high performance liquid chromatography analysis.[2]

Azioni biochim/fisiol

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.
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] 2′-deoxyinosine is formed from nitrosative deamination by N2O3.[1]

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
0000370234
0000370218
0000368748
SLCQ4417
0000370234

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Sigma-Aldrich

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Sigma-Aldrich

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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)
Norman E Watkins et al.
Nucleic acids research, 33(19), 6258-6267 (2005-11-03)
Nearest-neighbor thermodynamic parameters of the 'universal pairing base' deoxyinosine were determined for the pairs I.C, I.A, I.T, I.G and I.I adjacent to G.C and A.T pairs. Ultraviolet absorbance melting curves were measured and non-linear regression performed on 84 oligonucleotide duplexes
Manabu Yasui et al.
Journal of molecular biology, 377(4), 1015-1023 (2008-02-29)
Chronic inflammation involving constant generation of nitric oxide (*NO) by macrophages has been recognized as a factor related to carcinogenesis. At the site of inflammation, nitrosatively deaminated DNA adducts such as 2'-deoxyinosine (dI) and 2'-deoxyxanthosine are primarily formed by *NO
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