Gliotoxin

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Cat.No. 2637 - Gliotoxin | C13H14N2O4S2 | CAS No. 67-99-2
Description: Inhibitor of 20S proteasome; immunosuppressant
Alternative Names: Aspergillin
Chemical Name: (3R,5aS,6S,10aR)-2,3,5a,6-Tetrahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-10H-3,10a-epidithiopyrazino[1,2-a]indole-1,4-dione
Datasheet
Citations
Reviews
Literature

Biological Activity

Immunosuppressive agent; blocks phagocytosis, cytokine production and proliferation of T and B cells. Non-competitively inhibits chymotrypsin-like activity of 20S proteasome; prevents degradation of IκBα, an endogenous blocker of NF-κB. Also inhibits farnesyltransferase and geranylgeranyltransferase I (IC50 values are 80 and 17 μM respectively) and displays antitumor activity against breast cancer in vivo.

Technical Data

M. Wt 326.38
Formula C13H14N2O4S2
Storage Desiccate at -20°C
CAS Number 67-99-2
PubChem ID 6223
InChI Key FIVPIPIDMRVLAY-RBJBARPLSA-N
Smiles O=C([C@@]2(SS4)N(C([C@@]43CO)=O)[C@@H]1[C@@H](O)C=CC=C1C2)N3C

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

Solubility Soluble in DMSO and in ethanol

Product Datasheets

Certificate of Analysis / Product Datasheet
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References

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

Waring and Beaver (1996) Gliotoxin and related epipolythiodioxopiperazines. Gen.Pharmacol. 27 1311 PMID: 9304400

Fitzpatrick et al (2000) In vitro and in vivo effects of gliotoxin, a fungal metabolite: efficacy against dextran sodium sulfate-induced colitis in rats. Dig.Dis.Sci. 45 2327 PMID: 11258552

Vigushin et al (2004) Gliotoxin is a dual inhibitor of farnesyltransferase and geranylgeranyltransferase I with antitumour activity against breast cancer in vivo. Med.Oncol. 21 21 PMID: 15034210


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Keywords: Gliotoxin, Gliotoxin supplier, inhibitors, 20S, proteasome, immunosuppressant, inhibits, NF-κB, NF-kappaB, NF-kB, cytokine, production, Farnesyltransferase, geranylgeranyltransferase, I, Proteinases, Proteases, Nuclear, Factor, Kappa, B, Cytokine, Signaling, Signalling, Post-translational, Modification, Aspergillin, Protein, Prenyltransferases, NF-kB/IkB, Proteasome, Modifications, Immunosuppressants, 2637, Tocris Bioscience

Citations for Gliotoxin

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