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Gliotoxin

MSDSSample CoA
 
Source: Gliocladium fimbriatum
Synonyms Aspergillin
Description: Gliotoxin is a fungal antibiotic mycotoxin with antiphagycytic and immunomodulatory activities.
CAS number: 67-99-2
Merck index: 13: 4454
Molecular weight: 326.4
Structure:

The molecular structure of Gliotoxin. Free to copy

 

Molecular Formula: C13H14N2O4S2
Canonical SMILES: CN1C(=O)C23CC4=CC=CC(C4N2C(=O)C1(SS3)CO)O
Solubility
information:
DMSO, Methanol, Ethanol, Ethyl acetate, Petrol-ether, Dichloromethane. Water insoluble
Specifications 
Appearance: White to yellow crystalline solid.
Purity: At least 97% by TLC, HPLC
λmax:272 nm
Melting point200C -202C
SolubilityClear colorless solution at 10 mg Gliotoxin in 1 ml Dichloromethane
Storage+4°C.
ApplicationsGliotoxin blocks the thiol groups in the membranes .
Gliotoxin induces apoptotsis in macrophages and thymocytes.
Gliotoxin induces Ca2+ release from intact rat liver mitochondria. 
WarningsVery toxic is swallowed
ClassificationIndole mycotoxin
Immunomodulator
Related products 
 For Research use only. Not for Human or Drug use
GMP/API grade available on request
Gliotoxin by Fermentek is not produced from or contains any ingredients from animal origin.
No genetically modified organisms are used.
Publications 
 Kupfahl C, Geginat G, Hof H.
Gliotoxin - mediated suppression of innate and adaptive immune functions directed against Listeria monocytogenes.
Med Mycol. 2006 Nov;44(7):591-9.
 Bok JW, Chung D, Balajee SA, Marr KA, Andes D, Nielsen KF, Frisvad JC, Kirby KA, Keller NP.
GliZ, a transcriptional regulator of gliotoxin biosynthesis, contributes to Aspergillus fumigatus virulence.
Infect Immun. 2006 Oct 9
 Pardo J, Urban C, Galvez EM, Ekert PG, Muller U, Kwon-Chung J, Lobigs M, Mullbacher A, Wallich R, Borner C, Simon MM
The mitochondrial protein Bak is pivotal for gliotoxin-induced apoptosis and a critical host factor of Aspergillus fumigatus virulence in mice.
J Cell Biol. 2006 Aug 14;174(4):509-19
 Grabsch C, Wichmann G, Loffhagen N, Herbarth O, Muller A.
Cytotoxicity assessment of gliotoxin and penicillic acid in Tetrahymena pyriformis.
Environ Toxicol. 2006 Apr;21(2):111-7.
 Brennan L, Alves PM, Hewage C, Malthouse JP, McBean GJ.
Impact of the gliotoxin L-serine-O-sulphate on cellular metabolism in cultured rat astrocytes.
Neurochem Int. 2006 Jun;48(8):739-45.
 Niide O, Suzuki Y, Yoshimaru T, Inoue T, Takayama T, Ra C.
Fungal metabolite gliotoxin blocks mast cell activation by a calcium- and superoxide-dependent mechanism: implications for immunosuppressive activities.
Clin Immunol. 2006 Jan;118(1):108-16. 


Gliocladium (gliotoxin producer) under microscope

Gliocladium sp.

 


Gliotoxin on Wikipedia
 


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