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 | |
Abbreviations | EdU |
61135-33-9 | |
ChEMBL | ChEMBL222932 |
ChemSpider | 414657 |
| |
Jmol-3D images | Image |
MeSH | 5-ethynyl-2'-deoxyuridine |
PubChem | 472172 |
| |
Properties | |
Molecular formula |
C11H12N2O5 |
Molar mass | 252.22 g·mol−1 |
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | |
verify (what is: / ?) | |
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
- ↑ 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.
- ↑ 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.