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Description: Potent and selective tryptophan 2,3-dioxygenase (TDO) inhibitor
Chemical Name: 6-Fluoro-3-[(1E)-2-(3-pyridinyl)ethenyl]-1H-indole
Purity: ≥98% (HPLC)
Biological Activity for 680C91
680C91 is a potent and selective inhibitor of tryptophan 2,3-dioxygenase (TDO) (Ki = 51 nM). Exhibits no activity against indoleamine 2,3-dioxygenase, monoamine oxidase A and B, 5-HT uptake or 5-HT1A, 1D, 2A and 2C receptors. Produces large increases in brain tryptophan and serotonin in vitro and in vivo in the rat.
Technical Data for 680C91
| M. Wt | 238.26 |
| Formula | C15H11FN2 |
| Storage | Store at +4°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 163239-22-3 |
| PubChem ID | 10014426 |
| InChI Key | YBSDQTBCNYWBMX-ONEGZZNKSA-N |
| Smiles | FC1=CC=C2C(NC=C2/C=C/C3=CN=CC=C3)=C1 |
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 680C91
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 23.83 | 100 | |
| ethanol | 11.91 | 50 |
Preparing Stock Solutions for 680C91
The following data is based on the product molecular weight 238.26. 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 | 4.2 mL | 20.99 mL | 41.97 mL |
| 5 mM | 0.84 mL | 4.2 mL | 8.39 mL |
| 10 mM | 0.42 mL | 2.1 mL | 4.2 mL |
| 50 mM | 0.08 mL | 0.42 mL | 0.84 mL |
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Product Datasheets for 680C91
References for 680C91
References are publications that support the biological activity of the product.
Salter et al (1995) The effects of a novel and selective inhibitor of tryptophan 2,3-dioxygenase on tryptophan and serotonin metabolism in the rat. Biochem.Pharmacol. 17 1435 PMID: 7539265
Salter et al (1995) The effects of an inhibitor of tryptophan 2,3-dioxygenase and a combined inhibitor of tryptophan 2,3-dioxygenase and 5-HT reuptake in the rat. Neuropharmacology 34 217 PMID: 7617147
Opitz et al (2011) An endogenous tumour-promoting ligand of the human aryl hydrocarbon receptor. Nature 478 197 PMID: 21976023
If you know of a relevant reference for 680C91, please let us know.
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Keywords: 680C91, 680C91 supplier, tryptophan, 2,3-dioxygenase, inhibits, TDO, inhibitors, catabolism, immune, checkpoints, Tryptophan, 2,3, dioxygenase, Immune, Checkpoints, 4392, Tocris Bioscience
5 Citations for 680C91
Citations are publications that use Tocris products. Selected citations for 680C91 include:
Alan J et al (2021) Inhibition of tryptophan 2,3-dioxygenase impairs DNA damage tolerance and repair in glioma cells. NAR Cancer 3 zcab014 PMID: 33870196
Bostian et al (2016) Kynurenine Signaling Increases DNA Polymerase Kappa Expression and Promotes Genomic Instability in Glioblastoma Cells. Chem Res Toxicol 29 101 PMID: 26651356
D'Amato et al (2015) A TDO2-AhR Signaling Axis Facilitates Anoikis Resistance and Metastasis in Triple-Negative Breast Cancer. Cancer Res 75 4651 PMID: 26363006
Breda et al (2016) Tryptophan-2,3-dioxygenase (TDO) inhibition ameliorates neurodegeneration by modulation of kynurenine pathway metabolites. Proc.Natl.Acad.Sci.U.S.A. 113 5435 PMID: 27114543
Howard L et al (2019) Control of tumor-associated macrophages and T cells in glioblastoma via AHR and CD39. Nat Neurosci 22 729-740 PMID: 30962630
Do you know of a great paper that uses 680C91 from Tocris? Please let us know.
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