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Merck
CN

D5782

Sigma-Aldrich

2′,3′-二脱氧胞苷

≥98% (HPLC)

别名:

ddC

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About This Item

经验公式(希尔记法):
C9H13N3O3
CAS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

生物来源

synthetic (organic)

检测方案

≥98% (HPLC)

形式

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


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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
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
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
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
Jun Xiang et al.
International journal of pharmaceutics, 231(1), 57-66 (2001-11-24)
Permeation of 2',3'-dideoxycytidine (ddC), an ionic compound, through buccal mucosa was investigated in this in vitro study to identify the major permeation barrier within the epithelium of buccal mucosa and explore the feasibility of transbuccal delivery of ddC. In vitro

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