This product is a 10 mg/mL solution in DMSO. The recommended storage temperature is 2-8°C. Assuming proper handling and storage, the item will be stable until the recommended retest date reported on the lot specific Certificate of Analysis. The product is assigned a retest date of 2 years from the date of Quality Release.
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
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200 μL
CHF 124.00
About This Item
Empirical Formula (Hill Notation):
C16H24O4
CAS Number:
Molecular Weight:
280.36
Beilstein:
25191
MDL number:
UNSPSC Code:
51102829
PubChem Substance ID:
NACRES:
NA.85
Recommended Products
biological source
Penicillium brefeldianum
Quality Level
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
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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.[1] BFA inhibits the transport of sphingomyelin to the surface of mammalian cells.[2] The ester derivatives of BFA exhibit anti-cancer properties.[3]
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
Storage Class Code
10 - Combustible liquids
WGK
WGK 2
Flash Point(F)
188.6 °F - closed cup
Flash Point(C)
87 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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A van Helvoort et al.
Journal of cell science, 110 ( Pt 1), 75-83 (1997-01-01)
Sphingomyelin is a major lipid of the mammalian cell surface. The view that sphingomyelin, after synthesis in the Golgi lumen, reaches the outer leaflet of the plasma membrane on the inside of carrier vesicles has been challenged by inconsistencies in
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Mucosal-associated invariant T (MAIT) cells are abundant in humans and recognize conserved bacterial antigens derived from riboflavin precursors, presented by the non-polymorphic MHC class I-like molecule MR1. Here we show that human MAIT cells are remarkably oligoclonal in both the
Jan H Reiling et al.
Nature cell biology, 15(12), 1473-1485 (2013-11-05)
Treatment of cells with brefeldin A (BFA) blocks secretory vesicle transport and causes a collapse of the Golgi apparatus. To gain more insight into the cellular mechanisms mediating BFA toxicity, we conducted a genome-wide haploid genetic screen that led to
Peng Shi et al.
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Neuroinflammation has been implicated in hypertension, and microglia have been proposed to play an important role in the progression of this disease. Here, we have studied whether microglia are activated within cardiovascular regulatory area(s) of the brain during hypertension, especially
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