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Merck

909475

5-Ethynyl uridine

≥95%

Synonym(s):

5-EU, EU

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About This Item

Empirical Formula (Hill Notation):
C11H12N2O6
CAS Number:
Molecular Weight:
268.22
MDL number:
UNSPSC Code:
41106305
NACRES:
NA.22
Assay:
≥95%
Form:
powder
Storage temp.:
−20°C
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assay

≥95%

form

powder

reaction suitability

reaction type: click chemistry

manufacturer/tradename

(BCN-003)

storage temp.

−20°C

SMILES string

[nH]1[c]([n](cc([c]1=O)C#C)[C@@H]2O[C@@H]([C@H]([C@H]2O)O)CO)=O

InChI

1S/C11H12N2O6/c1-2-5-3-13(11(18)12-9(5)17)10-8(16)7(15)6(4-14)19-10/h1,3,6-8,10,14-16H,4H2,(H,12,17,18)/t6-,7-,8-,10-/m1/s1

InChI key

QCWBIPKYTBFWHH-FDDDBJFASA-N

Application

This alkyne-bearing metabolic labeling reagent can be used to measure RNA synthesis in proliferating cells. Once fed to cells, this nucleoside is incorporated during active RNA synthesis and can then be detected using a copper-catalyzed click reaction with fluorescent dyes. The cells can then be analysed by fluorescence imaging, flow cytometry or high content imaging analysis.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Kaishun Hu et al.
Advanced science (Weinheim, Baden-Wurttemberg, Germany), 7(20), 2000157-2000157 (2020-10-27)
Repair of DNA double-strand breaks (DSBs) is essential for genome integrity, and is accompanied by transcriptional repression at the DSB regions. However, the mechanisms how DNA repair induces transcriptional inhibition remain elusive. Here, it is identified that BRD7 participates in
Pei-Chih Lee et al.
PloS one, 14(12), e0225440-e0225440 (2019-12-05)
Ovarian tissue contains large pools of immature oocytes enclosed in primordial follicles, making it an attractive target for fertility preservation in female cancer patients, livestock and wild species. Compared to cryopreservation, desiccation and long-term storage of samples at supra-zero temperatures
Cindy Y Jao et al.
Proceedings of the National Academy of Sciences of the United States of America, 105(41), 15779-15784 (2008-10-09)
We describe a chemical method to detect RNA synthesis in cells, based on the biosynthetic incorporation of the uridine analog 5-ethynyluridine (EU) into newly transcribed RNA, on average once every 35 uridine residues in total RNA. EU-labeled cellular RNA is