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Merck
CN

D5782

2′,3′-二脱氧胞苷

≥98% (HPLC), synthetic (organic), powder

别名:

ddC

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关于此项目

经验公式(希尔记法):
C9H13N3O3
化学文摘社编号:
分子量:
211.22
Beilstein:
654956
MDL编号:
UNSPSC代码:
41106305
PubChem化学物质编号:
NACRES:
NA.52
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产品名称

2′,3′-二脱氧胞苷, ≥98% (HPLC)

生物来源

synthetic (organic)

质量水平

方案

≥98% (HPLC)

表单

powder

颜色

colorless

mp

217-218 °C (lit.)

溶解性

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

储存温度

−20°C

SMILES字符串

NC1=NC(=O)N(C=C1)[C@H]2CC[C@@H](CO)O2

InChI

1S/C9H13N3O3/c10-7-3-4-12(9(14)11-7)8-2-1-6(5-13)15-8/h3-4,6,8,13H,1-2,5H2,(H2,10,11,14)/t6-,8+/m0/s1

InChI key

WREGKURFCTUGRC-POYBYMJQSA-N

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应用

2′,3′-二脱氧胞苷用于:
  • 作为基于 Sanger 链终止法的 DNA 测序方法的 DNA 链终止核苷酸
  • 作为核苷逆转录酶抑制剂(NRTI)用于研究其对衰老小鼠机械性机械性触诱发痛发展的影响
  • 作为线粒体 DNA(mtDNA) 复制抑制剂,用于抑制 cGAS-STING 通路的激活,并研究其对小鼠海马和小胶质细胞中信号蛋白-干扰素基因刺激因子 (STING)、环状 GMP-AMP 合酶 (cGAS) 和磷酸化干扰素调节因子 3 (p-IRF3)表达的影响
  • 作为 NRTI 抑制剂用于研究其对秀丽隐杆线虫中药物诱导的线粒体毒性的影响

生化/生理作用

2′,3′-二脱氧胞苷(ddC) 是一种离子化合物和核苷类似物。它可作为核苷类逆转录酶抑制剂,并对人类免疫缺陷病毒(HIV)感染具有治疗作用。2′,3′-二脱氧胞苷具有抗腺病毒活性并抑制腺病毒聚合酶。

象形图

Health hazard

警示用语:

Warning

危险声明

预防措施声明

危险分类

Carc. 2

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 P3 (EN 143) respirator cartridges


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Alexander N Patananan et al.
Cell reports, 33(13), 108562-108562 (2020-12-31)
Generating mammalian cells with desired mitochondrial DNA (mtDNA) sequences is enabling for studies of mitochondria, disease modeling, and potential regenerative therapies. MitoPunch, a high-throughput mitochondrial transfer device, produces cells with specific mtDNA-nuclear DNA (nDNA) combinations by transferring isolated mitochondria from
Shuang-Xi Gu et al.
Bioorganic & medicinal chemistry, 19(17), 5117-5124 (2011-08-10)
A series of 26 diarylpyrimidines, characterized by the hydroxymethyl linker between the left wing benzene ring and the central pyrimidine, were synthesized and evaluated for in vitro anti-HIV activity. Most of the compounds exhibited moderate to excellent activities against wild-type
Anindya Roy Chowdhury et al.
iScience, 23(8), 101370-101370 (2020-08-02)
This study shows that multiple modes of mitochondrial stress generated by partial mtDNA depletion or cytochrome c oxidase disruption cause ryanodine receptor channel (RyR) dysregulation, which instigates the release of Ca2+ in the cytoplasm of C2C12 myoblasts and HCT116 carcinoma
R Mentel et al.
Antiviral research, 47(2), 79-87 (2000-09-21)
The antiviral activity of 2',3'-dideoxycytidine (ddC) has been investigated in a mouse pneumonia model. Consolidation of lung, histopathological changes, DNA synthesis as well as levels of TNFalpha were assayed. In this in vivo model, the oral administration of ddC twice
Guo-Liang Jiang et al.
Brain research bulletin, 171, 183-195 (2021-03-23)
Inflammation plays a pivotal role in promoting the pathophysiology of ischemic stroke (IS). Microglia is the major immunocompetent cells involved in different neuropathologies. The activation of cyclic GMP-AMP synthase (cGAS) and its downstream signaling protein-stimulator of interferon genes (STING) is

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