5-Ethynyl-2’-deoxyuridine

CAS: 61135-33-9

Ref. TR-E932175

Product Information

• Name: 5-Ethynyl-2’-deoxyuridine
• Synonyms: 5-ethynyl-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione, 2'-Deoxy-5-ethynyluridine, 2,4(1H,3H)-pyrimidinedione, 1-(2-deoxypentofuranosyl)-5-ethynyl-, 5-Ethynyl-2'-Deoxyuridine, Uridine, 2'-Deoxy-5-Ethynyl-, EdU

Description

Applications 5-Ethynyl-2’-deoxyuridine is an extensively used nucleoside analog used as a probe for DNA synthesis. 5-Ethynyl-2’-deoxyuridine is known as an toxic anti-metabolite, which potentially causes DNA instabiliy, necrosis and cell-cycle arrest, therefore it is often used for short-term DNA synthesis in tissue culture and living organisms where prolonged cell survival is not required.
References Neef, A.B., et al.: P. Natl. Acad. Sci.., 108, 20404 (2011); Gristwood, T., et al.: Nucleic. Acids. Rsch., 40, 5487 (2012);

• Brand: TRC

Chemical properties

• Molecular weight: 252.22
• Formula: C₁₁H₁₂N₂O₅
• Color/Form: Neat
• InChI: InChI=1S/C11H12N2O5/c1-2-6-4-13(11(17)12-10(6)16)9-3-7(15)8(5-14)18-9/h1,4,7-9,14-15H,3,5H2,(H,12,16,17)/t7-,8+,9+/m0/s1
• InChI key: InChIKey=VNWKTOKETHGBQD-UHFFFAOYSA-N
• SMILES: C#Cc1cn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)nc1O