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D5287

Sigma-Aldrich

2′-Deoxyinosine

≥98%

Sinônimo(s):

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

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100 MG
R$ 484,00
1 G
R$ 1.952,00

R$ 484,00

Previsão de entrega em27 de março de 2025

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100 MG
R$ 484,00
1 G
R$ 1.952,00

About This Item

Fórmula empírica (Notação de Hill):
C10H12N4O4
Número CAS:
890-38-0
Peso molecular:
252.23
Beilstein:
33517
Número CE:
212-964-1
Número MDL:
MFCD00005762
Código UNSPSC:
41106305
ID de substância PubChem:
24893935
NACRES:
NA.51

R$ 484,00

Previsão de entrega em27 de março de 2025

fonte biológica

synthetic (organic)

Nível de qualidade

200

Ensaio

≥98%

Formulário

powder

Impurezas

inosine, essentially free

solubilidade

1 M NH4OH: 50 mg/mL, clear, colorless

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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

chave InChI

VGONTNSXDCQUGY-RRKCRQDMSA-N

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Aplicação

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]

Ações bioquímicas/fisiológicas

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]

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

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Certificados de análise (COA)

Lot/Batch Number
0000370234
0000370218
0000368748
SLCQ4417
0000370234

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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)
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
Bernard Weiss
DNA repair, 7(2), 205-212 (2007-11-06)
Deoxyinosine (dI) is produced in DNA by the hydrolytic or nitrosative deamination of deoxyadenosine. It is excised in a repair pathway that is initiated by endonuclease V, the product of the nfi gene. The repair was studied in vivo using
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