371715
Gliotoxin, Gladiocladium fimbriatum
An immunosuppressive secondary metabolite produced by several pathogenic fungi.
别名:
Gliotoxin, Gladiocladium fimbriatum, 2,3,5a,6-Tetrahydro-6-hydroxy-3(hyroxymethyl)-2-methyl-10H-3a,10a-epidithio-pyrazinol[1,2α]indole-1,4-dione
InChI
1S/C13H14N2O4S2/c1-14-10(18)12-5-7-3-2-4-8(17)9(7)15(12)11(19)13(14,6-16)21-20-12/h2-4,8-9,16-17H,5-6H2,1H3/t8-,9-,12+,13+/m0/s1
InChI key
FIVPIPIDMRVLAY-RBJBARPLSA-N
assay
≥98% (TLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze
color
white
solubility
DMSO: 10 mg/mL, ethanol: 2 mg/mL
shipped in
ambient
Quality Level
General description
An immunosuppressive mycotoxin secondary metabolite produced by several pathogenic fungi. Reported to increase ryanodine Ca2+ channel activity possibly by oxidizing cysteine residues located on the ryanodine receptor. Immunosuppressive effect is caused by the blocking of membrane thiol groups. Causes apoptosis in a variety of cell types, including macrophages and thymocytes. Inactivates alcohol dehydrogenase by either covalent modification of thiol groups or free radical damage. Protein farnesyltransferase (PFT) inhibitor (IC50 = 1.1 µM). Also inhibits Ras protein in a noncompetitive manner.
An immunosuppressive secondary metabolite produced by several pathogenic fungi. Immunosuppressive effects are caused by blocking of membrane thiol groups. Causes apoptotic cell death in a variety of cell types including macrophages and thymocytes. Farnesyltransferase (FTase) inhibitor (IC50 = 1.1 µM). Reported to increase ryanodine Ca2+ channel activity possibly by oxidizing cysteine residues located on the ryanodine receptor. Specifically inhibits NF-κB activation in B and T cells at nanomolar concentrations.
Biochem/physiol Actions
Cell permeable: no
Primary Target
FTase
FTase
Product does not compete with ATP.
Reversible: no
Target IC50: 1.1 µM against Farnesyltransferase (FTase)
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.
Other Notes
Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Green, D., et al. 2000. J. Membr. Biol. 175, 223.
Sutton, P., et al. 1995. Transplantation60, 900.
Waring, P., et al. 1995. Biochem. Pharmacol. 49, 1195.
Waring, P., and Sjaarda, A. 1995. Int. J. Immunopharmacol.17, 403.
Van der Pyl, D., et al. 1992. J. Antibiot. 45, 1802.
Jones, R.J., and Hancock, J.G. 1988. J. Gen. Microbiol.134, 2067.
Waring, P., et al. 1988. J. Biol. Chem. 263, 18493.
Sutton, P., et al. 1995. Transplantation60, 900.
Waring, P., et al. 1995. Biochem. Pharmacol. 49, 1195.
Waring, P., and Sjaarda, A. 1995. Int. J. Immunopharmacol.17, 403.
Van der Pyl, D., et al. 1992. J. Antibiot. 45, 1802.
Jones, R.J., and Hancock, J.G. 1988. J. Gen. Microbiol.134, 2067.
Waring, P., et al. 1988. J. Biol. Chem. 263, 18493.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Toxic (F)
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral
存储类别
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
我们的科学家团队拥有各种研究领域经验，包括生命科学、材料科学、化学合成、色谱、分析及许多其他领域.
联系客户支持