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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
Citations (1)
Literature (4)

Biological Activity for Gliotoxin

Gliotoxin is an 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. Inhibits leukotriene B4 (LTB4) biosynthesis via inhibition of LTA4 hydrolase. 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 for Gliotoxin

M. Wt 326.38
Formula C13H14N2O4S2
Storage Desiccate at -20°C
CAS Number 67-99-2
PubChem ID 6223
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 for Gliotoxin

Solubility Soluble in DMSO and in ethanol

Product Datasheets for Gliotoxin

Certificate of Analysis / Product Datasheet
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References for Gliotoxin

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

König et al (2019) Gliotoxin from Aspergillus fumigatus abrogates leukotriene B4 formation through inhibition of leukotriene A4 hydrolase. Cell Chem.Biol. 26 524 PMID: 30745237

If you know of a relevant reference for Gliotoxin, please let us know.

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View all Proteasome Inhibitors

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, LTA4, Hydrolase, 2637, Tocris Bioscience

1 Citation for Gliotoxin

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

Park et al (2019) Gliotoxin Enhances Autophagic Cell Death via the DAPK1-TAp63 Signaling Pathway in PTX-Resistant Ovarian Cancer Cells. Mar Drugs 17 PMID: 31336860

Do you know of a great paper that uses Gliotoxin from Tocris? Please let us know.

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Literature in this Area

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