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Merck

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號碼:
分類程式碼代碼:
41106305
PubChem物質ID:
NACRES:
NA.52

生物源

synthetic (organic)

品質等級

化驗

≥98% (HPLC)

形狀

powder

顏色

colorless

mp

217-218 °C (lit.)

溶解度

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

儲存溫度

−20°C

SMILES 字串

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 密鑰

WREGKURFCTUGRC-POYBYMJQSA-N

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應用

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。

象形圖

Health hazard

訊號詞

Warning

危險聲明

防範說明

危險分類

Carc. 2

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 P3 (EN 143) respirator cartridges


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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
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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