(2’S)-2’-Deoxy-2’-fluoro-5-ethynyluridine

CAS: 95740-26-4

Ref. TR-D232980

Product Information

• Name: (2’S)-2’-Deoxy-2’-fluoro-5-ethynyluridine
• Synonyms: 5-ethynyl-1-[(2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione

Description

Applications (2′S)-2′-Deoxy-2′-fluoro-5-ethynyluridine is a commonly used probe for DNA synthesis in vivo as it exhibits minimal impact on genome function in diverse tissue types. (2′S)-2′-deoxy-2′-fluoro-5-ethynyluridine is also ideally suited for metabolic DNA labeling when prolonged cell survival and undisturbed cell cycle progression are necessary, such as for pulse-chase experiments aimed at “birth dating” DNA in vivo.
References Neef, A.B., et al.: P. Natl. Acad. Sci.., 108, 20404 (2011);

• Brand: TRC

Chemical properties

• Molecular weight: 270.214
• Formula: C₁₁H₁₁FN₂O₅
• Color/Form: Neat
• InChI: InChI=1S/C11H11FN2O5/c1-2-5-3-14(11(18)13-9(5)17)10-7(12)8(16)6(4-15)19-10/h1,3,6-8,10,15-16H,4H2,(H,13,17,18)/t6-,7+,8-,10-/m1/s1
• InChI key: InChIKey=VNWKTOKETHGBQD-UHFFFAOYSA-N
• SMILES: C#Cc1cn([C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2F)c(=O)[nH]c1=O