5-Ethynyl-2'-deoxyuridine

5-Ethynyl-2'-deoxyuridine
Names
IUPAC name
5-Ethynyl-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
Other names
2'-Deoxy-5-ethynyluridine; 5-Ethynyl-2´-deoxyuridine
Identifiers
61135-33-9
3D model (Jmol) Interactive image
Abbreviations EdU
ChEMBL ChEMBL222932
ChemSpider 414657
ECHA InfoCard 100.230.902
MeSH 5-ethynyl-2'-deoxyuridine
PubChem 472172
Properties
C11H12N2O5
Molar mass 252.23 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

5-Ethynyl-2´-deoxyuridine (EdU) is a thymidine analogue which is incorporated into the DNA of dividing cells and is used to assay DNA synthesis in cell culture. At high doses it can be cytotoxic.

Detection

EdU is detected with a fluorescent azide which forms a covalent bond using click chemistry.[1][2] Unlike the commonly used bromodeoxyuridine, EdU detection requires no heat or acid treatment.

References

  1. Chehrehasa, F; Meedeniya, AC; Dwyer, P; Abrahamsen, G; Mackay-Sim, A (February 2009). "EdU, a new thymidine analogue for labelling proliferating cells in the nervous system". J. Neurosci. Methods. 177 (1): 122–30. doi:10.1016/j.jneumeth.2008.10.006. PMID 18996411.
  2. Cavanagh, Brenton; Walker, T; Norazit, A; Meedeniya, A. C. (15 September 2011). "Thymidine analogues for tracking DNA synthesis.". Molecules. 16 (9): 7980–93. doi:10.3390/molecules16097980. PMID 21921870.


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