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Submit ReviewPhototrexate
Description: Photoswitchable inhibitor of human dihydrofolate reductase
Chemical Name: N-[4-[(1E)-2-(2,4-Diamino-6-quinazolinyl)diazenyl]benzoyl]-L-glutamic acid
Purity: ≥95% (HPLC)
Biological Activity for Phototrexate
Phototrexate is a photoswitchable potent inhibitor of human dihydrofolate reductase (DHFR). Phototrexate is a photochromic analog of Methotrexate (Cat. No. 1230). Antifolate activity is switched on (cis-Phototrexate) by UVA (375 nm) light; it can be switched off (trans-Phototrexate) by blue or white light and by thermal relaxation in the dark. cis-Phototrexate (IC50 = 6 nM) significantly reduces the viability of HeLa cells compared with trans-Phototrexate (IC50 = 34 μM).
Licensing Information
Sold with permission of IBEC.
Technical Data for Phototrexate
| M. Wt | 437.42 |
| Formula | C20H19N7O5 |
| Storage | Store at -20°C |
| Purity | ≥95% (HPLC) |
| CAS Number | 2268033-83-4 |
| PubChem ID | 142608675 |
| InChI Key | IODLJULYGHWOLC-HIUCBWPRSA-N |
| Smiles | NC1=NC2=C(C(N)=N1)C=C(/N=N/C3=CC=C(C(N[C@H](C(O)=O)CCC(O)=O)=O)C=C3)C=C2 |
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 Phototrexate
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 1.75 | 4 |
Preparing Stock Solutions for Phototrexate
The following data is based on the product molecular weight 437.42. 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 |
|---|---|---|---|
| 0.04 mM | 57.15 mL | 285.77 mL | 571.53 mL |
| 0.2 mM | 11.43 mL | 57.15 mL | 114.31 mL |
| 0.4 mM | 5.72 mL | 28.58 mL | 57.15 mL |
| 2 mM | 1.14 mL | 5.72 mL | 11.43 mL |
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Product Datasheets for Phototrexate
References for Phototrexate
References are publications that support the biological activity of the product.
Matera et al (2018) Photoswitchable antimetabolite for targeted photoactivated chemotherapy. J.Am.Chem.Soc. 140 15764 PMID: 30346152
Mashita et al (2019) Light-wavelength-based quantitative control of dihydrofolate reductase activity by using a photochromic isostere of an inhibitor. Chembiochem. 20 1382 PMID: 30656808
If you know of a relevant reference for Phototrexate, please let us know.
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Keywords: Phototrexate, Phototrexate supplier, photoswitchable, inhibitors, inhibits, potent, dihydrofolate, reductase, DHFR, methotrexate, analog, analogue, Dihydrofolate, Reductase, Photoswitchable, Ligands, 7362, Tocris Bioscience
Citations for Phototrexate
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