Salubrinal

Pricing Availability Delivery Time Qty
Cat.No. 2347 - Salubrinal | C21H17N4OSCl3 | CAS No. 405060-95-9
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)
Datasheet
Citations (8)
Literature

Biological Activity

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

Salubrinal is also offered as part of the Tocriscreen Plus. Find out more about compound libraries available from Tocris.

Technical Data

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.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 47.98 100

Preparing Stock Solutions

The following data is based on the product molecular weight 479.81. 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.

Select a batch to recalculate based on the batch molecular weight:
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

Safety Datasheet

References

References are publications that support the products' biological activity.

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.

View Related Products by Product Action

View all Protein Ser/Thr Phosphatases Inhibitors

Keywords: Selective inhibitors inhibits eIF2alpha dephosphorylation cellular phosphatases protein synthesis ER stress Protein Ser/Thr Phosphatases

8 Citations for Salubrinal

Citations are publications that use Tocris products. Selected citations for Salubrinal include:

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

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

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

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


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Literature in this Area

Cancer

Cancer Research Product Guide

A collection of over 750 products for cancer research, the guide includes research tools for the study of:

  • Cancer Metabolism
  • Epigenetics in Cancer
  • Receptor Signaling
  • Cell Cycle and DNA Damage Repair
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Pathways for Salubrinal

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