WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 466235
CAS#: 69075-42-9
Description: 5-Ethynyluridine is a cell-permeable uridine analog. 5-Ethynyluridine can be used in vitro and in vivo to label newly synthesized RNA. 5-Ethynyluridine can be used to study changes in transcription.
MedKoo Cat#: 466235
Name: 5-Ethynyluridine
CAS#: 69075-42-9
Chemical Formula: C11H12N2O6
Exact Mass: 268.0695
Molecular Weight: 268.225
Elemental Analysis: C, 49.26; H, 4.51; N, 10.44; O, 35.79
Synonym: 5-Ethynyluridine; 5Ethynyluridine; 5 Ethynyluridine;
IUPAC/Chemical Name: 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-ethynylpyrimidine-2,4(1H,3H)-dione
InChi Key: QCWBIPKYTBFWHH-FDDDBJFASA-N
InChi Code: 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
SMILES Code: OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=C(C#C)C(NC2=O)=O
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: To be determined
Shelf Life: >2 years if stored properly
Drug Formulation: To be determined
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
The following data is based on the product molecular weight 268.225 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
---|---|---|---|
1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
1: Guo X, Tariq M, Lai Y, Kanwal S, Lv Y, Wang X, Li N, Jiang M, Meng J, Hu J, Yuan J, Luo Z, Ward C, Volpe G, Wang D, Yin M, Qin B, Zhang B, Bao X, Esteban MA. Capture of the newly transcribed RNA interactome using click chemistry. Nat Protoc. 2021 Nov;16(11):5193-5219. doi: 10.1038/s41596-021-00609-y. Epub 2021 Oct 25. PMID: 34697467.
2: Palozola KC, Donahue G, Zaret KS. EU-RNA-seq for in vivo labeling and high throughput sequencing of nascent transcripts. STAR Protoc. 2021 Aug 25;2(3):100651. doi: 10.1016/j.xpro.2021.100651. PMID: 34485932; PMCID: PMC8403648.
3: Fan Z, Qin W. [Advances in technologies for large-scale enrichment and identification of ribonucleic acid-protein complexes]. Se Pu. 2021 Feb;39(2):105-111. Chinese. doi: 10.3724/SP.J.1123.2020.07019. PMID: 34227341.
4: Van't Sant LJ, White JJ, Hoeijmakers JHJ, Vermeij WP, Jaarsma D. In vivo 5-ethynyluridine (EU) labelling detects reduced transcription in Purkinje cell degeneration mouse mutants, but can itself induce neurodegeneration. Acta Neuropathol Commun. 2021 May 21;9(1):94. doi: 10.1186/s40478-021-01200-y. PMID: 34020718; PMCID: PMC8139001.
5: Siebenwirth C, Greubel C, Drexler GA, Reindl J, Walsh DWM, Schwarz B, Sammer M, Baur I, Pospiech H, Schmid TE, Dollinger G, Friedl AA. Local inhibition of rRNA transcription without nucleolar segregation after targeted ion irradiation of the nucleolus. J Cell Sci. 2019 Oct 9;132(19):jcs232181. doi: 10.1242/jcs.232181. PMID: 31492757; PMCID: PMC6803363.
6: Bao X, Guo X, Yin M, Tariq M, Lai Y, Kanwal S, Zhou J, Li N, Lv Y, Pulido- Quetglas C, Wang X, Ji L, Khan MJ, Zhu X, Luo Z, Shao C, Lim DH, Liu X, Li N, Wang W, He M, Liu YL, Ward C, Wang T, Zhang G, Wang D, Yang J, Chen Y, Zhang C, Jauch R, Yang YG, Wang Y, Qin B, Anko ML, Hutchins AP, Sun H, Wang H, Fu XD, Zhang B, Esteban MA. Capturing the interactome of newly transcribed RNA. Nat Methods. 2018 Mar;15(3):213-220. doi: 10.1038/nmeth.4595. Epub 2018 Feb 12. PMID: 29431736; PMCID: PMC5967874.
7: Ierusalimsky VN, Balaban PM. Long-living RNA in the CNS of terrestrial snail. RNA Biol. 2018 Feb 1;15(2):207-213. doi: 10.1080/15476286.2017.1411460. Epub 2017 Dec 21. PMID: 29210316; PMCID: PMC5798958.
8: Palozola KC, Donahue G, Liu H, Grant GR, Becker JS, Cote A, Yu H, Raj A, Zaret KS. Mitotic transcription and waves of gene reactivation during mitotic exit. Science. 2017 Oct 6;358(6359):119-122. doi: 10.1126/science.aal4671. Epub 2017 Sep 14. PMID: 28912132; PMCID: PMC5727891.
9: Hida N, Aboukilila MY, Burow DA, Paul R, Greenberg MM, Fazio M, Beasley S, Spitale RC, Cleary MD. EC-tagging allows cell type-specific RNA analysis. Nucleic Acids Res. 2017 Sep 6;45(15):e138. doi: 10.1093/nar/gkx551. PMID: 28641402; PMCID: PMC5587779.
10: Liang Y, Suzol SH, Wen Z, Artiles AG, Mathivathanan L, Raptis RG, Wnuk SF. Uracil Nucleosides with Reactive Group at C5 Position: 5-(1-Halo-2-sulfonylvinyl)uridine Analogues. Org Lett. 2016 Mar 18;18(6):1418-21. doi: 10.1021/acs.orglett.6b00346. Epub 2016 Mar 2. PMID: 26933954.
11: Ierusalimsky VN, Balaban PM. RNA synthesis and turnover in the molluscan nervous system studied by Click-iT method. Brain Res. 2016 Feb 15;1633:139-148. doi: 10.1016/j.brainres.2015.12.049. Epub 2016 Jan 1. PMID: 26749075.
12: Yan F, Liu JJ, Ip V, Jamieson SM, McKeage MJ. Role of platinum DNA damage- induced transcriptional inhibition in chemotherapy-induced neuronal atrophy and peripheral neurotoxicity. J Neurochem. 2015 Dec;135(6):1099-112. doi: 10.1111/jnc.13355. Epub 2015 Oct 28. PMID: 26364854.
13: Kirschbaum M, Karimian G, Adelmeijer J, Giepmans BN, Porte RJ, Lisman T. Horizontal RNA transfer mediates platelet-induced hepatocyte proliferation. Blood. 2015 Aug 6;126(6):798-806. doi: 10.1182/blood-2014-09-600312. Epub 2015 Jun 8. PMID: 26056167