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Description: Selective inhibitor of eIF2α dephosphorylation
Chemical Name: 3-Phenyl-N-[2,2,2-trichloro-1-[[(8-quinolinylamino)thioxomethyl]amino]ethyl]-2-propenamide
Purity: ≥99% (HPLC)
Biological Activity for Salubrinal
Salubrinal is a cell-permeable, selective inhibitor of cellular phosphatase complexes that dephosphorylate eukaryotic translation initiation factor 2 subunit α (eIF2α). Protects cells from endoplasmic reticulum stress-induced apoptosis (EC50 ~ 15 μM).
Compound Libraries for Salubrinal
Salubrinal is also offered as part of the Tocriscreen 2.0 Max and Tocriscreen Epigenetics Library. Find out more about compound libraries available from Tocris.
Technical Data for Salubrinal
| M. Wt | 479.81 |
| Formula | C21H17N4OSCl3 |
| Storage | Store at +4°C |
| Purity | ≥99% (HPLC) |
| CAS Number | 405060-95-9 |
| PubChem ID | 5717801 |
| InChI Key | LCOIAYJMPKXARU-VAWYXSNFSA-N |
| Smiles | S=C(NC(NC(/C=C/C3=CC=CC=C3)=O)C(Cl)(Cl)Cl)NC1=C2C(C=CC=N2)=CC=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 Salubrinal
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 47.98 | 100 |
Preparing Stock Solutions for Salubrinal
The following data is based on the product molecular weight 479.81. 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 | 2.08 mL | 10.42 mL | 20.84 mL |
| 5 mM | 0.42 mL | 2.08 mL | 4.17 mL |
| 10 mM | 0.21 mL | 1.04 mL | 2.08 mL |
| 50 mM | 0.04 mL | 0.21 mL | 0.42 mL |
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Product Datasheets for Salubrinal
References for Salubrinal
References are publications that support the biological activity of the product.
Boyce et al (2005) A selective inhibitor of eIF2α dephosphorylation protects cells from ER stress. Science 307 935 PMID: 15705855
Long et al (2005) Structure-activity relationship studies of salubrinal lead to its active biotinylated derivative. Bioorg.Med.Chem.Lett. 15 3849 PMID: 16002288
If you know of a relevant reference for Salubrinal, please let us know.
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Keywords: Salubrinal, Salubrinal supplier, Selective, inhibitors, inhibits, eIF2alpha, dephosphorylation, cellular, phosphatases, protein, synthesis, ER, stress, Protein, Ser/Thr, Phosphatases, Other, stress/UPR, Protein-synthesizing, GTPases, 2347, Tocris Bioscience
11 Citations for Salubrinal
Citations are publications that use Tocris products. Selected citations for Salubrinal include:
Shim et al (2013) Rac1 mediates load-driven attenuation of mRNA expression of nerve growth factor β in cartilage and chondrocytes. Hepatol Int 13 372 PMID: 23989259
Bennett et al (2011) Androgens modulate autophagy and cell death via regulation of the endoplasmic reticulum chaperone glucose-regulated protein 78/BiP in prostate cancer cells. Cell Death Dis 1 e72 PMID: 21364676
Bergeron et al (2011) Synthesis, maturation, and trafficking of human Na+-dicarboxylate cotransporter NaDC1 requires the chaperone activity of cyclophilin B. J Biol Chem 286 11242 PMID: 21257749
Konrad et al (2013) Inhibitors of eIF2α dephosphorylation slow replication and stabilize latency in Toxoplasma gondii. Antimicrob Agents Chemother 57 1815 PMID: 23380722
Hahn and Lowrey (2013) Eukaryotic initiation factor 2α phosphorylation mediates fetal hemoglobin induction through a post-transcriptional mechanism. Blood 122 477 PMID: 23690448
Gandin et al (2016) mTORC1 and CK2 coordinate ternary and eIF4F complex assembly. Nat Commun 7 11127 PMID: 27040916
Hamamura et al (2015) Chondroprotective effects of Salubrinal in a mouse model of osteoarthritis. J Musculoskelet Neuronal Interact 4 84 PMID: 25977571
Vandewynckel et al (2015) Modulation of the unfolded protein response impedes tumor cell adaptation to proteotoxic stress: a PERK for hepatocellular carcinoma therapy. PLoS One 9 93 PMID: 25598862
Wan et al (2014) Distinctive subcellular inhibition of cytokine-induced SRC by salubrinal and fluid flow. PLoS One 9 e105699 PMID: 25157407
Tran et al (2014) Identification of small molecules that protect pancreatic β cells against endoplasmic reticulum stress-induced cell death. ACS Chem Biol 9 2796 PMID: 25279668
Wang et al (2018) Activated Integrated Stress Response Induced by Salubrinal Promotes CDDP Resistance in Human Gastric Cancer Cells via Enhanced xCT Expression and Glutathione Biosynthesis. Int J Mol Sci 19 PMID: 30380689
Do you know of a great paper that uses Salubrinal from Tocris? Please let us know.
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