B5936

Brefeldin A

from Penicillium brefeldianum, Ready Made Solution, 10 mg/mL in DMSO

• Synonym(s): Synergisidin, γ,4-Dihydroxy-2-(6-hydroxy-1-heptenyl)-4-cyclopentanecrotonic acid λ-lactone, Ascotoxin, BFA, Cyanein, Decumbin
• Empirical Formula (Hill Notation): C₁₆H₂₄O₄
• CAS Number: 20350-15-6
• Molecular Weight: 280.36
• Beilstein/REAXYS Number: 25191
• MDL number: MFCD12913297
• UNSPSC Code: 51102829
• PubChem Substance ID: 329773270
• NACRES: NA.85

Properties

• biological source: Penicillium brefeldianum
• Quality Level: 200
• vapor pressure: 0.56 hPa ( 20 °C)
• form: solution
• autoignition temp.: 301 °C
• concentration: 10 mg/mL in DMSO
• solubility: DMSO: 10 mg/mL
• antibiotic activity spectrum: neoplastics
• mode of action: cell membrane | interferes
• shipped in: wet ice
• storage temp.: 2-8°C
• SMILES string: C[C@H]1CCC\C=C\[C@@H]2C[C@H](O)C[C@H]2[C@H](O)\C=C\C(=O)O1
• InChI: 1S/C16H24O4/c1-11-5-3-2-4-6-12-9-13(17)10-14(12)15(18)7-8-16(19)20-11/h4,6-8,11-15,17-18H,2-3,5,9-10H2,1H3/b6-4+,8-7+/t11-,12+,13-,14+,15+/m0/s1
• InChI key: KQNZDYYTLMIZCT-KQPMLPITSA-N

Description

Application

Brefeldin A produced from Penicillium brefeldianum may be used to study protein and lipid transport between Golgi complex and the cell surface.

Biochem/physiol Actions

Brefeldin A (BFA) is a fungal metabolite which disrupts the structure and function of the Golgi apparatus by inhibiting transport of proteins from ER to Golgi and inducing retrograde protein transport from the Golgi apparatus to the endoplasmic reticulum. BFA inhibits the transport of sphingomyelin to the surface of mammalian cells. The ester derivatives of BFA exhibit anti-cancer properties.

Brefeldin A (BFA) is a fungal metabolite which disrupts the structure and function of the Golgi apparatus. BFA is an activator of the sphingomyelin cycle. Brefeldin A-mediated apoptosis has been observed in human tumor cells.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.Store under inert gas. Hygroscopic.Storage class (TRGS 510): Combustible liquids

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 2
• flash_point_f: 188.6 °F - closed cup
• flash_point_c: 87 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, multi-purpose combination respirator cartridge (US)