5-Fluoroorotic Acid Monohydrate (Ultra Pure)

CAS: 220141-70-8

Ref. TR-F595000

Product Information

• Name: 5-Fluoroorotic Acid Monohydrate (Ultra Pure)
• Synonyms: 5-FOA
• CAS: 220141-70-8

Description

Applications 5-FOA has become a valuable tool for research in the field of molecular genetics. It has been employed in the selection of resistant strains of Saccharomyces cerevisiae that possess a mutant URA3 gene which renders them orotidine-5'-phosphate decarboxylase deficient. 5-FOA is coverted to 5-fluorouridine monophosphate (5-FUMP) in yeast cells, which can become incorporated into RNA or metabolized to the highly toxic 5-fluoro-2’-deoxyuridine monophosphate (5-FdUMP). 5-FdUMP is a potent inhibitor of thymidylate synthase (TS), causing the cessation of DNA synthesis. More recently, 5-FOA has been shown to possess potent antimalarial activity against both chloroquine-susceptible and chloroquine-resistant clones of Plasmodium falciparum. Studies indicate that TS is the primary target of 5-FOA in m
References Winston, F., et al.: Genetics, 107, 179 (1984); Boeke, J.D., et al.: Methods Enzymol., 154, 164 (1987); Rathod, P.K., et al.: Antimicrob. Agents Chemother., 33, 1090 (1989); Rathod, P.K., et al.: Antimicrob. Agents Chemother., 36, 704 (1992); Gomez, Z.M . and Rathod, P.K.: Antimicrob. Agents Chemother., 34, 1371 (1990); Gassis, S. and Rathod, P.K.: Antimicrob. Agents Chemother., 40, 914 (1996)

• Brand: TRC

Chemical properties

• Molecular weight: 192.10
• Formula: C₅H₃FN₂O₄•H₂O
• Color/Form: White Solid
• 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
• InChI key: InChIKey=LODRRYMGPWQCTR-UHFFFAOYSA-N
• SMILES: O.O=C(O)c1[nH]c(=O)[nH]c(=O)c1F