• Gliotoxin packaged and labeled in glass vial.

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SKU: G057

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Description
Gliotoxin is a potent epithiodioxopiperazine mycotoxin produced by species of Gliocladium, Aspergillus and Penicillium. Gliotoxin inhibits a number of thiol-requiring enzymes and displays antioxidant and immunomodulatory activity.

Gliotoxin is soluble in ethanol, methanol, DMF or DMSO. Poor water solubility.

    CAS Number

    67-99-2

    Molecular Formula

    C13H14N2O4S2

    Molecular Weight

    326.0

    Mechanism of Action

    At the cellular level gliotoxin inhibits a broad range of unrelated mechanisms, including inhibition of chymotrypsin-like activity of the 20S proteasome and Ca2+ release from mitochondria, activation of transcription factor NF-κB in response to a variety of stimuli in T and B cells, anti-inflammatory activity, and inhibition of farnesyltransferase and geranylgeranyltransferase. The mode of action appears to be via covalent interaction with proteins through mixed disulphide formation.

    Storage Conditions

    -20°C

Specifications

    Appearance

    White powder

References

    References

    Gliotoxin, the antibiotic principle of Gliocladium fimbriatum. I. Production, physical and biological properties. Johnson D. et al. JACS 1943, 65, 2005.

    The epipolythiodioxopiperazine (ETP) class of fungal toxins: distribution, mode of action, functions and biosynthesis. Gardiner D. M. et al. Microbiology 2005, 151, 1021.

    Gliotoxin is a dual inhibitor of farnesyltransferase and geranylgeranyltransferase I with antitumor activity against breast cancer in vivo. Vigushin D. M. et al. Med. Oncol. 2004, 21, 21.

    The secondary fungal metabolite gliotoxin targets proteolytic activities of the proteasome. Kroll M, et al. Chem. Biol. 1999, 6, 689.

    The immunosuppressive fungal metabolite gliotoxin specifically inhibits transcription factor NF-kappaB. Pahl, H. L. et al. J.Exp. Med. 1996, 183, 1829.

    Gliotoxin stimulates Ca2+ release from intact rat liver mitochondria. Schweizer M. & Richter C. Biochemistry 1994, 33, 13401.

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