Phototrexate

Name: Phototrexate
Brand: Tocris Bioscience
SKU: 7362

Tocris Bioscience, part of Bio-Techne | Catalog # 7362

COA / SDS

Photoswitchable inhibitor of human dihydrofolate reductase

Key Product Details

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)
Molecular Weight:	437.42

View Full Technical Details for Phototrexate

Technical Data
Citations

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.

Scientific Data Examples for Phototrexate

	Photoswitching activity of Phototrexate 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.

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 for Phototrexate

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
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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References for Phototrexate

References are publications that support the biological activity of the product.

Mashita Light-wavelength-based quantitative control of dihydrofolate reductase activity by using a photochromic isostere of an inhibitor. Chembiochem. 2019 PMID: 30656808
Matera Photoswitchable antimetabolite for targeted photoactivated chemotherapy. J.Am.Chem.Soc. 2018 PMID: 30346152