Brefeldin A

SIGMA/B7651 - from Penicillium brefeldianum, ≥99% (HPLC and TLC)

Synonym: Nectrolide; γ,4-Dihydroxy-2-(6-hydroxy-1-heptenyl)-4-cyclopentanecrotonic acid λ-lactone; Ascotoxin; BFA; Cyanein; Decumbin

CAS Number: 20350-15-6
Empirical Formula (Hill Notation): C₁₆H₂₄O₄
Molecular Weight: 280.36
MDL Number: MFCD12913297
Linear Formula: C₁₆H₂₄O₄
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-B7651-5MG	5 mg	$209.00 1/EA	Add To Favorites
45-B7651-25MG	25 mg	$892.00 1/EA	Add To Favorites

Brefeldin A (BFA) disrupts the structure and function of the Golgi apparatus. BFA inhibit protein export and STING translocation.

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Properties
Descriptions
Safety Info.
Basic Data

antibiotic activity spectrum	neoplastics
assay	≥99% (HPLC and TLC)
biological source	Penicillium brefeldianum
form	powder
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
mode of action	protein synthesis \| interferes
Quality Level	300
SMILES string	C[C@H]1CCCC=C[C@@H]2C[C@H](O)C[C@H]2[C@H](O)C=CC(=O)O1
solubility	DMSO: 10 mg/mL
storage temp.	2-8°C

Application:	Brefeldin A has been used to: • increase CRISPR genome editing efficiency. • facilitate the measurement of cytokine production • block intracellular transports in cell culture experiments
Biochem/physiol Actions:	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.
Biochem/physiol Actions:	Brefeldin A has been shown to increase CRISPR-mediated homology-directed repair (HDR) efficiency.
Biochem/physiol Actions:	Disrupts the structure and function of the Golgi apparatus; activator of the sphingomyelin cycle.
General description:	Brefeldin A (BFA) is a fungal metabolite containing a 13-membered macrocyclic lactone ring. It inhibits protein and nucleic acid synthesis. BFA blocks the exchange of GDP for GTP on adenosine ribosylation factors (ARFs), thereby hindering the binding of coat protein (β-COP) and consequently 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. Brefeldin A has been shown to increase CRISPR-mediated homology-directed repair (HDR) efficiency. It demonstrates a diverse array of biological functions, including antitumor, antiviral, antibiotic, antimitotic, antifungal and antinematodal properties.
Packaging:	5, 25 mg in glass bottle

Symbol	GHS06
Signal word	Danger
Hazard statements	H301
Precautionary statements	P301 + P310
Hazard Codes	Xn
Risk Statements	22
RIDADR	UN 2811 6.1 / PGIII
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥99% (HPLC and TLC)
Storage Temp.	2-8°C
UNSPSC	12352200

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