5-Fluoroorotic acid

5-Fluoroorotic acid
Names

IUPAC name 5-Fluoro-2,6-dioxo-1,2,3,6-tetrahydro-4-pyrimidinecarboxylic acid
Identifiers
CAS Number	703-95-7
ChemSpider	62912
Jmol interactive 3D	Image
PubChem	69711
InChI InChI=1S/C5H3FN2O4/c6-1-2(4(10)11)7-5(12)8-3(1)9/h(H,10,11)(H2,7,8,9,12) Key: SEHFUALWMUWDKS-UHFFFAOYSA-N InChI=1/C5H3FN2O4/c6-1-2(4(10)11)7-5(12)8-3(1)9/h(H,10,11)(H2,7,8,9,12) Key: SEHFUALWMUWDKS-UHFFFAOYAV
SMILES C1(=C(NC(=O)NC1=O)C(=O)O)F
Properties
Chemical formula	C₅H₃FN₂O₄
Molar mass	174.09 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

5-Fluoroorotic acid (5FOA) is a fluorinated derivative of the pyrimidine precursor orotic acid. It is used in yeast genetics to select for the absence of the URA3 gene, which encodes the enzyme for the decarboxylation of 5-fluoroorotic acid to 5-fluorouracil, a toxic metabolite.^[1]

References

↑ "5-Fluoroorotic acid as a selective agent in yeast molecular genetics." 154. 1987: 164–75. PMID 3323810.

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