| 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: | 
 |
| 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 point | 200°C -202°C |
| Solubility | Clear colorless solution at 10 mg Gliotoxin in 1 ml Dichloromethane |
| Storage | +4°C. |
| Applications | Gliotoxin blocks the thiol groups in the membranes . Gliotoxin induces apoptotsis in macrophages and thymocytes. Gliotoxin induces Ca2+ release from intact rat liver mitochondria. |
| Warnings | Very toxic is swallowed |
| Classification | Indole
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. |
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