5-Fluoroorotic Acid Monohydrate

• CAT Number: R000105
• CAS Number: 220141-70-8
• Molecular Formula: C5H5FN2O5
• Molecular Weight: 192.102
• Purity: ≥95%
• Synonyms: 5-FOA
• Storage: -20°C
• IUPAC Name: 5-fluoro-2,4-dioxo-1H-pyrimidine-6-carboxylic acid;hydrate
• InChI: InChI=1S/C5H3FN2O4.H2O/c6-1-2(4(10)11)7-5(12)8-3(1)9;/h(H,10,11)(H2,7,8,9,12);1H2
• InChIKey: LODRRYMGPWQCTR-UHFFFAOYSA-N
• SMILES: C1(=C(NC(=O)NC1=O)C(=O)O)F.O

5-fluoro Orotic acid (5-FOA) is used to detect URA3 gene expression in yeast molecular genetic constructs. Yeast with an active URA3 gene, which encodes orotine-5/’-monophosphate decarboxylase, converts 5-FOA to fluorodeoxyuridine, which is toxic to cells. Resistant strains of yeast that carry a mutation in the URA3 gene grow in the presence of 5-FOA if the media is supplemented with uracil.