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Merck
CN

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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关于此项目

经验公式(希尔记法):
C10H12N4O4
化学文摘社编号:
分子量:
252.23
Beilstein:
33517
EC 号:
MDL编号:
UNSPSC代码:
41106305
PubChem化学物质编号:
NACRES:
NA.51
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生物来源

synthetic (organic)

方案

≥98%

表单

powder

杂质

inosine, essentially free

溶解性

1 M NH4OH: 50 mg/mL, clear, colorless

储存温度

−20°C

SMILES字符串

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 key

VGONTNSXDCQUGY-RRKCRQDMSA-N

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应用

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。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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)
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
Rongjuan Mi et al.
Mutation research, 735(1-2), 12-18 (2012-06-06)
The human endonuclease V gene is located in chromosome 17q25.3 and encodes a 282 amino acid protein that shares about 30% sequence identity with bacterial endonuclease V. This study reports biochemical properties of human endonuclease V with respect to repair
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
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

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