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Merck
CN

T511293

Sigma-Aldrich

(2′S)-2′-脱氧-2′-氟-5-乙炔基尿苷 (F-ara-EdU)

AldrichCPR

别名:

1-(2-Deoxy-2-fluoro-β-D-arabinofuranosyl)-5-ethynyl-2,4(1H,3H)-pyrimidinedione

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About This Item

经验公式(希尔记法):
C11H11FN2O5
CAS号:
分子量:
270.21
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:

质量水平

反应适用性

reaction type: click chemistry

SMILES字符串

OC[C@H]1O[C@H]([C@@H](F)[C@@H]1O)N2C=C(C#C)C(=O)NC2=O

InChI

1S/C11H11FN2O5/c1-2-5-3-14(11(18)13-9(5)17)10-7(12)8(16)6(4-15)19-10/h1,3,6-8,10,15-16H,4H2,(H,13,17,18)/t6-,7+,8-,10-/m1/s1

InChI key

YEEGMPUOCRQFRV-IBCQBUCCSA-N

应用

一种比 EdU 和 BrdU 毒性都低的体内 DNA 合成探针。当需要延长细胞存活和未受干扰的细胞周期进展时,非常适合用于代谢 DNA 标记。

其他说明

请注意,Sigma-Aldrich 将此产品作为一系列独特化学品的一部分提供给早期研发人员。Sigma-Aldrich 不收集该产品的分析数据。确认产品标识和/或纯度的责任由买方承担。所有销售均为最终销售。

尽管 SIGMA-ALDRICH 的标准条款和条件以及 SIGMA-ALDRICH 和买方之间的协议中包含所有合同条款,但无论是在法律、交易过程、执行过程中的行为、以及贸易或其他方面的使用等过程中,SIGMA-ALDRICH 按“原样”销售此产品并且并对此产品不作任何陈述或担保,包括:(A)适销性担保;(B)特定用途适用性担保;或(C)未侵犯第三方知识产权担保。

象形图

Skull and crossbones

警示用语:

Danger

危险声明

危险分类

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Anne B Neef et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(51), 20404-20409 (2011-12-07)
Commonly used metabolic labels for DNA, including 5-ethynyl-2'-deoxyuridine (EdU) and BrdU, are toxic antimetabolites that cause DNA instability, necrosis, and cell-cycle arrest. In addition to perturbing biological function, these properties can prevent metabolic labeling studies where subsequent tissue survival is
Florence D D'Orazi et al.
The Journal of comparative neurology, 528(17), 2816-2830 (2020-04-29)
A major challenge in regenerative medicine is replacing cells lost through injury or disease. While significant progress has been made, much remains unknown about the accuracy of native regenerative programs in cell replacement. Here, we capitalized on the regenerative capacity
Lingluo Chu et al.
Molecular cell, 79(6), 902-916 (2020-08-10)
A long-standing conundrum is how mitotic chromosomes can compact, as required for clean separation to daughter cells, while maintaining close parallel alignment of sister chromatids. Pursuit of this question, by high resolution 3D fluorescence imaging of living and fixed mammalian
Sameer S Chopra et al.
Cell systems, 10(1), 66-81 (2019-12-10)
Frequent mutation of PI3K/AKT/mTOR signaling pathway genes in human cancers has stimulated large investments in targeted drugs but clinical successes are rare. As a result, many cancers with high PI3K pathway activity, such as triple-negative breast cancer (TNBC), are treated

相关内容

Metabolic incorporation of a bioorthogonal functional group (e.g. alkyne, azide, alkene, etc.) into cellular DNA can be achieved by simply adding a synthetic nucleoside to the nutritional media of cells or whole animals.

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