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5-fluoro Orotic Acid (hydrate)

Catalog No.
C5684
A genetic reagent used to select yeast strains with mutations in the URA3 gene.
Grouped product items
SizePriceStock Qty
500mg
$128.00
In stock
1g
$184.00
In stock
For scientific research use only and should not be used for diagnostic or medical purposes.

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Background

5-fluoro Orotic Acid (hydrate) (CAS No.: 220141-70-8) is a fluorinated pyrimidine analog widely employed as a selective agent in yeast molecular genetics and functional genomics studies, particularly for interrogating URA3 gene status. This compound is metabolically converted by orotidine-5′-monophosphate decarboxylase, the enzyme encoded by URA3, into a cytotoxic fluorinated nucleotide derivative that disrupts nucleotide metabolism and inhibits cell proliferation, thereby enabling negative selection of URA3-positive cells while permitting the survival of URA3-deficient mutants in uracil-supplemented media. In addition to its utility in genetic selection systems, 5-fluoro Orotic Acid (hydrate) is recognized as an inhibitor of thymidylate synthase, linking its mechanism of action to interference with DNA synthesis and cellular replication, typically observed at low micromolar to micromolar concentrations in vitro depending on the biological context. This dual functionality supports its application in pathway analysis, strain engineering, and validation of gene disruption or recombination events in yeast and related model organisms. Furthermore, its reported antimalarial activity highlights broader relevance in antiproliferative and anti-infective research, making it a useful tool compound in early-stage drug discovery and mechanistic studies, where experimental concentrations are adjusted according to specific assay systems and study objectives.

Chemical Properties

Physical AppearanceA crystalline solid
Storage-20°C
M.Wt192.1
Cas No.220141-70-8
FormulaC5H5FN2O5
Synonyms5-FOA; 5-fluoro OA
Solubilityinsoluble in H2O; insoluble in EtOH; ≥15.8 mg/mL in DMSO
Chemical Name5-fluoro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid hydrate
Canonical SMILESO=C1NC(C(O)=O)=C(C(N1)=O)F.O
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

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