5-Fluoro-2′-deoxy-UTP

• CAT Number: I040687
• CAS Number: 2710-64-7
• Molecular Formula: C9H14FN2O14P3
• Molecular Weight: 486.13
• Purity: ≥95%
• Synonyms: [[(2R,5R)-5-(5-fluoro-2,4-dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
• IUPAC Name: [[(2R,3S,5R)-5-(5-fluoro-2,4-dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
• InChI: InChI=1S/C9H14FN2O14P3/c10-4-2-12(9(15)11-8(4)14)7-1-5(13)6(24-7)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h2,5-7,13H,1,3H2,(H,19,20)(H,21,22)(H,11,14,15)(H2,16,17,18)/t5?,6-,7-/m1/s1
• InChIKey: YQOCUTDPKPPQGA-JXBXZBNISA-N
• SMILES: C1C(C(OC1N2C=C(C(=O)NC2=O)F)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O

5-Fluoro-2′-deoxy-UTP (F-dUTP)(CAT: I040687) is a fluorinated nucleotide analog used extensively in molecular biology and cancer research. As a modified form of deoxyuridine triphosphate, it incorporates into DNA in place of thymidine during replication or repair processes. The presence of a fluorine atom at the 5-position enhances its utility in studying DNA metabolism, apoptosis, and the mechanism of action of fluoropyrimidine-based chemotherapeutics like 5-fluorouracil (5-FU). F-dUTP is also valuable in labeling and detection assays, PCR, and mutagenesis studies.