Gliotoxin

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Gliotoxin

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Cat No: 11433

Biochemicals - Small Molecule Inhibitors

Gliotoxin is an immunosuppressive mycotoxin produced by pathogenic strains of Aspergillus and other fungi with diverse biological activities.{21692,21695,21694,21690,21693,21689,43859,21714} It inhibits 20S proteasomal chymotrypsin activity (IC50 = 10...

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Territorial Availability: Available through Bertin Technologies only in France

                                            Technical Warning: Bertin Technologies restricts the sale of this product to licensed controlled substance laboratories and qualified academic research institutions. Please contact us for further details.
                    

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Synonyms:

2,3R,5aS,6S-tetrahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-10H-3,10aR-epidithiopyrazino[1,2-a]indole-1,4-dione

Correlated keywords:

11000-18-3 11000-32-1 immune responses immunity proteasome inhibitors NF-kB inflammation apoptosis phagocytosis geranylgeranyltransferase farnesyltransferase viral infections viruses fungi aspergillosis inhibits inhibitions mycotoxin 20S proteasomal chymotrypsin monocytes dendritic cells Nipah Hendra in vitro immunosuppressive biological effects

Product Overview:
Gliotoxin is an immunosuppressive mycotoxin produced by pathogenic strains of Aspergillus and other fungi with diverse biological activities.{21692,21695,21694,21690,21693,21689,43859,21714} It inhibits 20S proteasomal chymotrypsin activity (IC50 = 10 μM), blocking the degradation of IκBα and preventing the activation of NF-κB.{21695,21694} Gliotoxin induces apoptosis in monocytes and dendritic cells and reduces phagocytosis by neutrophils.{21690,21693} It suppresses viral infection by Nipah and Hendra virus in HEK293T cells (IC50s = 149 and 579 nM, respectively).{21689} Under reducing conditions, gliotoxin inhibits leukotriene A4 hydrolase (LTA4H; Item No. 10007817) epoxide hydrolase activity, but not aminopeptidase activity, and leukotriene B4 (LTB4; Item No. 20110) synthesis in neutrophils and monocytes.{43859} In vivo, gliotoxin (5 mg/kg) reduces LTB4 plasma levels and blocks peritoneal neutrophil infiltration in a mouse model of peritonitis induced by zymosan A (Item No. 21175). It also inhibits geranylgeranyltransferase I and farnesyltransferase (IC50s = 17 and 80 μM, respectively).{21714}

Size	1 mg
Shipping	dry ice
CAS Number	67-99-2
Molecular Formula	C₁₃H₁₄N₂O₄S₂
SMILES	O[C@H]1C=CC=C2[C@@H]1N(C([C@]3(CO)N(C)C4=O)=O)[C@@]4(SS3)C2
Molecular Weight	326,4
Formulation	A crystalline solid
Purity	≥98%
Custom Code	2933.59
UNSPSC code	12352100

Technical File

MSDS

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Cayman Chemical's mission is to help make research possible by supplying scientists worldwide with the basic research tools necessary for advancing human and animal health. Our utmost commitment to healthcare researchers is to offer the highest quality products with an affordable pricing policy.

Our scientists are experts in the synthesis, purification, and characterization of biochemicals ranging from small drug-like heterocycles to complex biolipids, fatty acids, and many others. We are also highly skilled in all aspects of assay and antibody development, protein expression, crystallization, and structure determination.

Over the past thirty years, Cayman developed a deep knowledge base in lipid biochemistry, including research involving the arachidonic acid cascade, inositol phosphates, and cannabinoids. This knowledge enabled the production of reagents of exceptional quality for cancer, oxidative injury, epigenetics, neuroscience, inflammation, metabolism, and many additional lines of research.

Our organic and analytical chemists specialize in the rapid development of manufacturing processes and analytical methods to carry out clinical and commercial GMP-API production. Pre-clinical drug discovery efforts are currently underway in the areas of bone restoration and repair, muscular dystrophy, oncology, and inflammation. A separate group of Ph.D.-level scientists are dedicated to offering Hit-to-Lead Discovery and Profiling Services for epigenetic targets. Our knowledgeable chemists can be contracted to perform complete sample analysis for analytes measured by the majority of our assays. We also offer a wide range of analytical services using LC-MS/MS, HPLC, GC, and many other techniques.

Accreditations
ISO/IEC 17025:2005
ISO Guide 34:2009

Cayman is a leader in the field of emerging drugs of abuse, providing high-purity Schedule I-V Controlled Substances to federally-licensed laboratories and qualified academic research institutions for forensic analyses. We are certified by ACLASS Accreditation Services with dual accreditation to ISO/IEC 17025:2005 and ISO Guide 34:2009.