Biological Activity
Cytotoxic agent. Inhibits thymidylate synthetase and de novo purine synthesis. Potent folic acid antagonist; inhibits dihydrofolate reductase. Also inhibits Ras carboxyl methylation in DKOB8 cells, leading to decreased p44 and Akt activation.
Technical Data
| M. Wt | 454.44 |
| Formula | C20H22N8O5 |
| Storage | Store at RT |
| Purity | ≥99% (HPLC) |
| CAS Number | 59-05-2 |
| PubChem ID | 126941 |
| InChI Key | FBOZXECLQNJBKD-ZDUSSCGKSA-N |
| Smiles | O=C(N[C@H]([C@](O)=O)CCC(O)=O)C(C=C3)=CC=C3N(CC2=NC1=C(N)N=C(N)N=C1N=C2)C |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.
Solubility Data
| Solubility | Soluble to 100 mM in DMSO |
Preparing Stock Solutions
The following data is based on the product molecular weight 454.44. Batch specific molecular weights may vary from batch to batch due to solvent 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 | 2.2 mL | 11 mL | 22.01 mL |
| 5 mM | 0.44 mL | 2.2 mL | 4.4 mL |
| 10 mM | 0.22 mL | 1.1 mL | 2.2 mL |
| 50 mM | 0.04 mL | 0.22 mL | 0.44 mL |
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Product Datasheets
References
References are publications that support the products' biological activity.
Allegra et al (1987) Evidence for direct inhibition of de novo protein synthesis in human MCF-7 breast cells as a principal mode of metabolic inhibition by methotrexate. J.Biol.Chem. 262 13520 PMID: 2443493
Chu et al (1990) Mechanism of thymidylate synthase inhibition by methotrexate in human neoplastic cell lines and normal human myeloid progenitor cells. J.Biol.Chem. 265 8470 PMID: 2341391
Jolivet et al (1983) The pharmacology and clinical use of methotrexate. N.Engl.J.Med. 309 1094 PMID: 6353235
Winter-Vann et al (2003) Targeting Ras signaling through inhibition of carboxyl methylation: an unexpected property of methotrexate. Proc.Natl.Acad.Sci.U.S.A. 100 6529 PMID: 12750467
Keywords: Methotrexate, supplier, Cytotoxic, agent, Dihydrofolate, reductases, inhibitors, inhibits, Cell, Cycle, DHFR, chemotherapeutics, Dihydrofolate, Reductase, Cell, Cycle, Inhibitors, Cell, Cycle, Inhibitors, Tocris Bioscience
