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909475

Sigma-Aldrich

5-Ethynyl uridine

≥95%

Synonym(s):

5-EU, EU

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About This Item

Empirical Formula (Hill Notation):
C11H12N2O6
CAS Number:
69075-42-9
Molecular Weight:
268.22
UNSPSC Code:
41106305
NACRES:
NA.22

Assay

≥95%

form

powder

reaction suitability

reaction type: click chemistry

storage temp.

−20°C

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

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

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MKCV7551
MKCW5208
MKCT7990
MKCV3855
MKCP9643

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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
Christophe Bourges et al.
EMBO molecular medicine, 12(5), e12112-e12112 (2020-04-03)
Deriving mechanisms of immune-mediated disease from GWAS data remains a formidable challenge, with attempts to identify causal variants being frequently hampered by strong linkage disequilibrium. To determine whether causal variants could be identified from their functional effects, we adapted a
Aneta Żabka et al.
Plant cell reports, 39(8), 1013-1028 (2020-04-25)
Induction of biphasic interphase-mitotic cells and PCC is connected with an increased level of metabolism in root meristem cells of Allium cepa. Previous experiments using primary roots of Allium cepa exposed to low concentrations of hydroxyurea have shown that long-term
Xichen Bao et al.
Nature methods, 15(3), 213-220 (2018-02-13)
We combine the labeling of newly transcribed RNAs with 5-ethynyluridine with the characterization of bound proteins. This approach, named capture of the newly transcribed RNA interactome using click chemistry (RICK), systematically captures proteins bound to a wide range of RNAs
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
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