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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
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 |
| 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.
Product Datasheets for Gliotoxin
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
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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, 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
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TPD and Induced Proximity Research Product GuideUpdated
This brochure highlights the tools and services available from Bio-Techne to support your Targeted Protein Degradation and Induced Proximity research, including:
- Active Degraders
- TAG Degradation Platform
- Degrader Building Blocks
- Assays for Protein Degradation
- Induced Proximity Tools
Targeted Protein Degradation Poster
Degraders (e.g. PROTACs) are bifunctional small molecules, that harness the Ubiquitin Proteasome System (UPS) to selectively degrade target proteins within cells. They consist of three covalently linked components: an E3 ubiquitin ligase ligand, a linker and a ligand for the target protein of interest. Authored in-house, this poster outlines the generation of a toolbox of building blocks for the development of Degraders. The characteristics and selection of each of these components are discussed. Presented at EFMC 2018, Ljubljana, Slovenia