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Merck

D5287

Sigma-Aldrich

2′-脱氧肌苷

≥98%

别名:

9-(2-脱氧-β-D-呋喃核糖基)次黄嘌呤

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About This Item

经验公式(希尔记法):
C10H12N4O4
CAS号:
分子量:
252.23
Beilstein:
33517
EC號碼:
MDL號碼:
分類程式碼代碼:
41106305
PubChem物質ID:
NACRES:
NA.51

生物源

synthetic (organic)

化驗

≥98%

形狀

powder

雜質

inosine, essentially free

溶解度

1 M NH4OH: 50 mg/mL, clear, colorless

儲存溫度

−20°C

SMILES 字串

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 密鑰

VGONTNSXDCQUGY-RRKCRQDMSA-N

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應用

2′-脱氧肌苷已被用于通过液相色谱串联质谱(LC-MS/MS)对单个DNA样品中的核苷形式DNA损伤进行定量。它也被用作高效液相色谱分析的标准品。

生化/生理作用

2′-脱氧肌苷是一种由次黄嘌呤通过β-N9-糖苷键与2′-脱氧核糖连接而组成的核苷。DNA中的2′-脱氧肌苷可来自于腺苷的脱氨作用。2′-脱氧肌苷可作为模型化合物用于研究可能影响DNA结构的加合物形成和自由基化学。2′-脱氧肌苷可用于产生具有自我回避能力的杂交敏感型荧光DNA探针。
2′-脱氧肌苷是次黄嘌呤的一种核苷形式。它是由活性氮引起的DNA损害的一种DNA损伤产物。2′-脱氧肌苷是通过N2O3由亚硝化脱氨而形成的。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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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)
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
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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