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Submit Review5-Fluorouracil
Description: Thymidylate synthetase inhibitor
Alternative Names: 5-FU
Chemical Name: 5-Fluoro-2,4-(1H,3H)-pyrimidinedione
Purity: ≥99% (HPLC)
Biological Activity for 5-Fluorouracil
5-Fluorouracil is an anticancer agent. Metabolized to form fluorodeoxyuridine monophosphate (FdUMP), fluorodeoxyuridine triphosphate (FdUTP) and fluorouridine (FUTP). FdUMP inhibits thymidylate synthase, causing a reduction in dTMP synthesis. FUTP and FdUTP are misincorporated into RNA and DNA respectively.
Technical Data for 5-Fluorouracil
| M. Wt | 130.08 |
| Formula | C4H3FN2O2 |
| Storage | Store at +4°C |
| Purity | ≥99% (HPLC) |
| CAS Number | 51-21-8 |
| PubChem ID | 3385 |
| InChI Key | GHASVSINZRGABV-UHFFFAOYSA-N |
| Smiles | O=C1C(F)=CNC(N1)=O |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for 5-Fluorouracil
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 13.01 | 100 | |
| ethanol | 1.3 | 10 |
Preparing Stock Solutions for 5-Fluorouracil
The following data is based on the product molecular weight 130.08. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 7.69 mL | 38.44 mL | 76.88 mL |
| 5 mM | 1.54 mL | 7.69 mL | 15.38 mL |
| 10 mM | 0.77 mL | 3.84 mL | 7.69 mL |
| 50 mM | 0.15 mL | 0.77 mL | 1.54 mL |
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Product Datasheets for 5-Fluorouracil
References for 5-Fluorouracil
References are publications that support the biological activity of the product.
Ghoshal and Jacob (1997) An alternative molecular mechanism of action of 5-fluorouracil, a potent anticancer drug. Biochem.Pharmacol. 53 1569 PMID: 9264308
Peters et al (2002) Induction of thymidylate synthase as a 5-fluorouracil resistance mechanism. Biochim.Biophys.Acta. 1587 194 PMID: 12084461
Longley et al (2003) 5-Fluorouracil: mechanisms of action and clinical strategies. Nat.Rev.Cancer 3 330 PMID: 12724731
If you know of a relevant reference for 5-Fluorouracil, please let us know.
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Keywords: 5-Fluorouracil, 5-Fluorouracil supplier, inhibitors, inhibits, RNA, DNA, synthesis, thymidylate, synthetases, Synthases, antimetabolites, 5-FU, chemotherapeutics, DNA,, and, Protein, Synthesis, Thymidylate, Synthetase, 3257, Tocris Bioscience
⚠ WARNING: This product can expose you to chemicals including Fluorouracil, which is known to the State of California to cause reproductive toxicity with developmental effects. For more information, go to www.P65Warnings.ca.gov
2 Citations for 5-Fluorouracil
Citations are publications that use Tocris products. Selected citations for 5-Fluorouracil include:
Fukushima et al (2015) Atonal homolog 1 protein stabilized by tumor necrosis factor α induces high malignant potential in colon cancer cell line. Cancer Sci 106 1000 PMID: 26017781
Robinson et al (2013) RB1 status in triple negative breast cancer cells dictates response to radiation treatment and selective therapeutic drugs. PLoS One 8 e78641 PMID: 24265703
Do you know of a great paper that uses 5-Fluorouracil from Tocris? Please let us know.
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Literature in this Area
Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* your copy today!
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Pathways for 5-Fluorouracil
Apoptosis Signaling Pathway
Apoptosis is a physiological process for cell death that is critical during aging and development. It may also be referred to as cell 'suicide'. Apoptosis can be triggered by events both inside and outside of the cell.