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| 化学名: | 5-フルオロオロチン酸 | | 英語化学名: | 5-Fluoroorotic acid | | 别名: | 1,2,3,6-tetrahydro-2,6-dioxo-5-fluoro-4-pyrimidinecarboxylicaci;1,2,3,6-tetrahydro-2,6-dioxo-5-fluoro-4-pyrimidinecarboxylicacid;nsc31712;ro2-9945;2,6-Dihydroxy-5-fluoropyrimidine-4-carboxylic acid;5-FLUOROURACIL-4-CARBOXYLIC ACID;5' FOA;5-FLUORO-2,6-DIOXO-3H-PYRIMIDINE-4-CARBOXYLIC ACID | | CAS番号: | 703-95-7 | | 分子式: | C5H3FN2O4 | | 分子量: | 174.09 | | EINECS: | 211-876-0 | | カテゴリ情報: | pyrimidine;Fluorine series;Nucleotides and Nucleosides;Biochemistry;Nucleobases and their analogs;Nucleosides, Nucleotides & Related Reagents;5-FOA;Bases & Related Reagents;Nucleotides;Aromatic Halides (substituted) | | Mol File: | 703-95-7.mol |  |
| 融点 | 278 °C (dec.)(lit.) | | 沸点 | 143°C (rough estimate) | | 比重(密度) | 1.6154 (estimate) | | 貯蔵温度 | Sealed in dry,Store in freezer, under -20°C | | 溶解性 | NH4OH 4 M: 50 mg/mL, clear, faintly yellow | | 酸解離定数(Pka) | 2.04±0.20(Predicted) | | 外見 | solid | | 色 | Pale yellow | | Merck | 14,4176 | | InChIKey | LODRRYMGPWQCTR-UHFFFAOYSA-N | | CAS データベース | 703-95-7(CAS DataBase Reference) |
| | 5-フルオロオロチン酸 Usage And Synthesis |
| 化学的特性 | White to Off-White Crystalline Solid | | 使用 | 5-FOA(5-Fluoroorotic acid ) 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 malarial parasites. The combination of 5-FOA and uracil has been effective in treating mice infected with Plasmodium yoelli. 5-FOA may also have potential in the treatment of human malarial infections when used in combination with other agents. | | 使用 | Useful in the selection of orotidine-5′-phosphate decarboxylase mutants of Saccharomyces cerevisiae. |
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