T511293
(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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关于此项目
经验公式（希尔记法）:
C11H11FN2O5
化学文摘社编号:
分子量:
270.21
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
NACRES:
NA.21
产品名称
(2′S)-2′-脱氧-2′-氟-5-乙炔基尿苷 (F-ara-EdU), AldrichCPR
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
SMILES string
OC[C@H]1O[C@H]([C@@H](F)[C@@H]1O)N2C=C(C#C)C(=O)NC2=O
InChI key
YEEGMPUOCRQFRV-IBCQBUCCSA-N
reaction suitability
reaction type: click chemistry
Quality Level
Application
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。
Other Notes
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。
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。
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral
存储类别
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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
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