5-vinyl-uridine
5-vinyl-uridine Basic information
- Product Name:
- 5-vinyl-uridine
- Synonyms:
-
- 5-vinyl-uridine
- Uridine, 5-ethenyl-
- 5-Vinyl-uridine (5-VU)
- 5-Ethenyluridine
- 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-vinylpyrimidine-2,4(1H,3H)-dione
- CAS:
- 55520-64-4
- MF:
- C11H14N2O6
- MW:
- 270.24
- Mol File:
- 55520-64-4.mol
5-vinyl-uridine Chemical Properties
- Melting point:
- 250-255 °C (decomp)
- Density
- 1.641±0.06 g/cm3(Predicted)
- solubility
- DMSO, methanol
- pka
- 9.07±0.10(Predicted)
- Appearance
- white solid
5-vinyl-uridine Usage And Synthesis
Description
5-Vinyl-uridine (VU) is a uridine derivative with a terminal alkene group that can be used for monitoring and investigating RNA transcription in cells instead of 5-ethynyl-uridine (EU).
VU is readily taken up by living cells and incorporated by RNA polymerases into de novo RNA instead of endogenous uridine, but not into DNA [1]. VU-labeled nascent cellular RNA can be detected quickly and with high sensitivity via inverse electron-demand Diels-Alder cycloaddition reaction (IEDDA) between the vinyl group and fluorescently or biotin-labeled tetrazines.
Labeled RNA can be detected with different cell transcriptional levels estimation methods, e.g., fluorescent microscopy or flow cytometry.
[1] Liu H.S. et al. A Nucleoside Derivative 5-Vinyluridine (VrU) for Imaging RNA in Cells and Animals. Bioconjug.Chem. 2019. 30(11). 2958-2966.
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