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Chemical Compound Review

SureCN44527     5-fluoro-2,6-dioxo-3H- pyrimidine-4...

Synonyms: CHEMBL1232805, SureCN2035872, CHEBI:42535, ANW-46244, ENT-26398, ...
 
 
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Disease relevance of ENT-26398

 

High impact information on ENT-26398

  • Using Ty1-URA3 reporters and negative selection with 5-fluoroorotic acid, it is shown that Ty1 genes can undergo transcriptional cosuppression that is independent of DNA methylation and polycomb-mediated repression [4].
  • Basal transcription was monitored by the use of a GAL1 promoter-URA3 reporter construct whose uninduced activity can be detected through cellular sensitivity to the drug, 5-fluoroorotic acid [5].
  • Liver rough endoplasmic reticulum (RER) membranes were isolated from rats given [3H]orotic acid for 48 h (ribosomal RNA [rRNA] label) or for 3 h along with 5-fluoroorotate; this latter procedure permits the labeling of cytoplasmic messenger RNAs (mRNAs) in the absence of rRNA labeling [6].
  • To test this hypothesis, different Plasmodium falciparum clones having varying numbers of preexisting resistance mechanisms were treated with two new antimalarial agents: 5-fluoroorotate and atovaquone [7].
  • The engineered Saccharomyces cerevisiae cells used in this study express two interacting proteins after induction with galactose whose interaction results in cell death in the presence of 5-fluoroorotic acid (inducible reverse two-hybrid assay) [8].
 

Biological context of ENT-26398

 

Anatomical context of ENT-26398

 

Associations of ENT-26398 with other chemical compounds

 

Gene context of ENT-26398

 

Analytical, diagnostic and therapeutic context of ENT-26398

  • When plasmid DNA containing the cloned WdURA5 gene was introduced by electroporation into a wdura5 auxotrophic recipient strain derived previously by selection with 5-fluoroorotic acid (5-FOA), an apparent gene repair event occurred at high frequency without any evidence of integration of the plasmid DNA [26].
  • Dihydroorotic acid hydrazide (DHOH) did not inhibit the replication of potatovirus X (PVX) in leaf disks of Nicotiana tabacum 'Samsun'. In contrast, 5-fluoroorotic acid (5-FOA) completely inhibited the replication of PVX, as demonstrated by a serological virus assay as well as a local lesion bioassay using Gomphrena globosa as the test plant [27].

References

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  2. Antimalarial activity of a combination of 5-fluoroorotate and uridine in mice. Gómez, Z.M., Rathod, P.K. Antimicrob. Agents Chemother. (1990) [Pubmed]
  3. 5-Fluoroorotate-resistant mutants of Salmonella typhimurium. Zak, V.L., Kelln, R.A. Can. J. Microbiol. (1978) [Pubmed]
  4. Transcriptional cosuppression of yeast Ty1 retrotransposons. Jiang, Y.W. Genes Dev. (2002) [Pubmed]
  5. All four core histone N-termini contain sequences required for the repression of basal transcription in yeast. Lenfant, F., Mann, R.K., Thomsen, B., Ling, X., Grunstein, M. EMBO J. (1996) [Pubmed]
  6. Direct association of messenger RNA labeled in the presence of fluoroorotate with membranes of the endoplasmic reticulum in rat liver. Cardelli, J., Long, B., Pitot, H.C. J. Cell Biol. (1976) [Pubmed]
  7. Variations in frequencies of drug resistance in Plasmodium falciparum. Rathod, P.K., McErlean, T., Lee, P.C. Proc. Natl. Acad. Sci. U.S.A. (1997) [Pubmed]
  8. A yeast genetic system for selecting small molecule inhibitors of protein-protein interactions in nanodroplets. Huang, J., Schreiber, S.L. Proc. Natl. Acad. Sci. U.S.A. (1997) [Pubmed]
  9. Orientation-dependent and sequence-specific expansions of CTG/CAG trinucleotide repeats in Saccharomyces cerevisiae. Miret, J.J., Pessoa-Brandão, L., Lahue, R.S. Proc. Natl. Acad. Sci. U.S.A. (1998) [Pubmed]
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  11. System for Expression of Microsporidian Methionine Amino Peptidase Type 2 (MetAP2) in the Yeast Saccharomyces cerevisiae. Upadhya, R., Zhang, H.S., Weiss, L.M. Antimicrob. Agents Chemother. (2006) [Pubmed]
  12. Isogenic strain construction and gene mapping in Candida albicans. Fonzi, W.A., Irwin, M.Y. Genetics (1993) [Pubmed]
  13. Selective activity of 5-fluoroorotic acid against Plasmodium falciparum in vitro. Rathod, P.K., Khatri, A., Hubbert, T., Milhous, W.K. Antimicrob. Agents Chemother. (1989) [Pubmed]
  14. Liposome-based therapy of human ovarian cancer: parameters determining potency of negatively charged and antibody-targeted liposomes. Straubinger, R.M., Lopez, N.G., Debs, R.J., Hong, K., Papahadjopoulos, D. Cancer Res. (1988) [Pubmed]
  15. Fluoroorotic acid-selected Nicotiana plumbaginifolia cell lines with a stable thymine starvation phenotype have lost the thymine-regulated transcriptional program. Santoso, D., Thornburg, R. Plant Physiol. (2000) [Pubmed]
  16. Functional co-operation between the nuclei of Saccharomyces cerevisiae and mitochondria from other yeast species. Spírek, M., Horváth, A., Piskur, J., Sulo, P. Curr. Genet. (2000) [Pubmed]
  17. Mechanism of leflunomide-induced proliferation of mitochondria in mammalian cells. Spodnik, J.H., Wozniak, M., Budzko, D., Teranishi, M.A., Karbowski, M., Nishizawa, Y., Usukura, J., Wakabayashi, T. Mitochondrion (2002) [Pubmed]
  18. Molecular targets of 5-fluoroorotate in the human malaria parasite, Plasmodium falciparum. Rathod, P.K., Leffers, N.P., Young, R.D. Antimicrob. Agents Chemother. (1992) [Pubmed]
  19. Clonal viability measurements on Plasmodium falciparum to assess in vitro schizonticidal activity of leupeptin, chloroquine, and 5-fluoroorotate. Young, R.D., Rathod, P.K. Antimicrob. Agents Chemother. (1993) [Pubmed]
  20. Kinetics of Plasmodium falciparum thymidylate synthase: interactions with high-affinity metabolites of 5-fluoroorotate and D1694. Hekmat-Nejad, M., Rathod, P.K. Antimicrob. Agents Chemother. (1996) [Pubmed]
  21. Anticandidal activity of pyrimidine-peptide conjugates. Ti, J.S., Steinfeld, A.S., Naider, F., Gulumoglu, A., Lewis, S.V., Becker, J.M. J. Med. Chem. (1980) [Pubmed]
  22. Promoter-dependent disruption of genes: simple, rapid, and specific PCR-based method with application to three different yeast. Edlind, T.D., Henry, K.W., Vermitsky, J.P., Edlind, M.P., Raj, S., Katiyar, S.K. Curr. Genet. (2005) [Pubmed]
  23. Rare homologous gene targeting in Histoplasma capsulatum: disruption of the URA5Hc gene by allelic replacement. Woods, J.P., Retallack, D.M., Heinecke, E.L., Goldman, W.E. J. Bacteriol. (1998) [Pubmed]
  24. Functional characterization of the C-terminal domain of mouse capping enzyme. Liu, L. Cell Biochem. Funct. (2006) [Pubmed]
  25. Sinorhizobium meliloti dctA mutants with partial ability to transport dicarboxylic acids. Yurgel, S.N., Kahn, M.L. J. Bacteriol. (2005) [Pubmed]
  26. Cloning and use of the WdURA5 gene as a hisG cassette selection marker for potentially disrupting multiple genes in Wangiella dermatitidis. Zheng, L., Szaniszlo, P.J. Med. Mycol. (1999) [Pubmed]
  27. Analogues of pyrimidine base precursors as antiphytoviral agents. Schuster, G., Arenhövel, C., Golovinsky, E. Antiviral Res. (1987) [Pubmed]
 
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