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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
NACRES:
NA.52
PubChem Substance ID:
UNSPSC Code:
41106305
MDL number:
Beilstein/REAXYS Number:
654956
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产品名称

2′,3′-二脱氧胞苷, ≥98% (HPLC)

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

SMILES string

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

InChI key

WREGKURFCTUGRC-POYBYMJQSA-N

biological source

synthetic (organic)

assay

≥98% (HPLC)

form

powder

color

colorless

mp

217-218 °C (lit.)

solubility

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

storage temp.

−20°C

Quality Level

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Application

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

Biochem/physiol Actions

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。

pictograms

Health hazard

signalword

Warning

hcodes

pcodes

Hazard Classifications

Carc. 2

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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访问文档库

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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