B6542

Brefeldin A

≥99% (HPLC and TLC), BioXtra, Molecular Biology

• Synonym(s): 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
• UNSPSC Code: 12352200
• NACRES: NA.52
• PubChem Substance ID: 24891917
• MDL number: MFCD12913297
• Beilstein/REAXYS Number: 25191
• Assay: ≥99% (HPLC and TLC)
• Form: powder

Properties

• biological source: Penicillium brefeldianum
• Quality Segment: 300
• grade: Molecular Biology
• product line: BioXtra
• assay: ≥99% (HPLC and TLC)
• form: powder
• mol wt: 280.36
• solubility: DMSO: 10 mg/mL (Store stock solutions at -20 °C)
• antibiotic activity spectrum: neoplastics
• mode of action: protein synthesis | interferes
• 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

General description

Brefeldin induces ADP-ribosylation of CtBP1/BARS protein that regulates the intracellular trafficking and movement of secretory proteins from endoplasmic reticulum to Golgi apparatus.

Chemical structure: macrolide

Application

Suitable for molecular biology studies of secretory proteins and mechanisms of intracellular transport

Biochem/physiol Actions

Brefeldin is a fungal metabolite that disrupts protein secretion in eukaryotic cells by disrupting the Golgi apparatus. It does not affect the process of protein synthesis.

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.

Disrupts the structure and function of the Golgi apparatus; activator of the sphingomyelin cycle.

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H301
• pcodes: P301 + P310
• Hazard Classifications: Acute Tox. 3 Oral
• Storage Class: 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
• ppe: dust mask type N95 (US), Eyeshields, Faceshields, Gloves