Auranofin

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Cat.No. 4600 - Auranofin | C20H34AuO9PS | CAS No. 34031-32-8
Description: Thioredoxin reductase inhibitor; induces MPT
Chemical Name: 1-Thio-β-D-glucopyranosatotriethylphosphine gold-2,3,4,6-tetraacetate
Datasheet
Citations
Literature

Biological Activity

Inhibitor of thioredoxin reductase (TrxR) (IC50 = 20 nM; Ki = 4 nM for the NADPH-reduced form of human cytosolic TrxR). Thought to induce the mitochondrial permeability transition via inhibition of mitochondrial TrxR. Also exhibits anti-inflammatory and immunosuppressive activities; inhibits 5-lipoxygenase at high concentrations and stimulates LTA hydrolase at low concentrations.

Technical Data

M. Wt 678.48
Formula C20H34AuO9PS
Storage Store at RT
CAS Number 34031-32-8
PubChem ID 6918453
InChI Key AUJRCFUBUPVWSZ-XTZHGVARSA-M
Smiles CCP(CC)(CC)=[Au]S[C@H]1[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1

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 67.85 100
ethanol 33.92 50

Preparing Stock Solutions

The following data is based on the product molecular weight 678.48. 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 1.47 mL 7.37 mL 14.74 mL
5 mM 0.29 mL 1.47 mL 2.95 mL
10 mM 0.15 mL 0.74 mL 1.47 mL
50 mM 0.03 mL 0.15 mL 0.29 mL

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Product Datasheets

Safety Datasheet

References

References are publications that support the products' biological activity.

Kim et al (2007) Auranofin blocks interleukin-6 signalling by inhibiting phosphorylation of JAK1 and STAT3. Immunology 122 607 PMID: 17645497

Rigobello et al (2002) Induction of mitochondrial permeability transition by auranofin, a gold(I)-phosphine derivative. Br.J.Pharmacol. 136 1162 PMID: 12163349

Gromer et al (1998) Human placenta thioredoxin reductase. Isolation of the selenoenzyme, steady state kinetics, and inhibition by therapeutic gold compounds. J.Biol.Chem. 273 20096 PMID: 9685351

Betts et al (1990) Auranofin stimulates LTA hydrolase and inhibits 5-lipoxygenase/LTA synthase activity of isolated human neutrophils. Biochem.Pharmacol. 39 1233 PMID: 2157444


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Keywords: Auranofin, supplier, antirheumatic, antiarthritic, arthritis, mitochondrial, permeability, pore, transition, mpt, inducers, anti-inflammatory, anti-inflammatories, immunosuppressive, immunosuppressants, thioredoxin, reductase, TrxR, inhibitors, inhibits, TrxR, Tocris Bioscience

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