The reconstitution guidelines for item B7651, Brefeldin A, are as follows: it is soluble in water (partly miscible), methanol (10 mg/mL), ethanol (5 mg/mL), DMSO (20 mg/mL), acetone, and ethyl acetate (1 mg/mL).
B7651
Brefeldin A
from Penicillium brefeldianum, ≥99% (HPLC and TLC), powder, activator of the sphingomyelin cycle
Synonym(s):
Nectrolide, γ,4-Dihydroxy-2-(6-hydroxy-1-heptenyl)-4-cyclopentanecrotonic acid λ-lactone, Ascotoxin, BFA, Cyanein, Decumbin
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| Pack Size | SKU | Availability | Price |
|---|---|---|---|
| 5 mg | Estimated to ship on20 April 2026fromSchnelldorf | €296.00 | |
| 25 mg | Check Cart for Availability | €1,220.00 |
About This Item
Empirical Formula (Hill Notation):
C16H24O4
CAS Number:
Molecular Weight:
280.36
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Beilstein/REAXYS Number:
25191
Product Name
Brefeldin A, from Penicillium brefeldianum, ≥99% (HPLC and TLC)
biological source
Penicillium brefeldianum
Quality Level
assay
≥99% (HPLC and TLC)
form
powder
solubility
DMSO: 10 mg/mL
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
General description
Brefeldin A (BFA) is a fungal metabolite containing a 13-membered macrocyclic lactone ring. [1] 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.
Application
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.
Brefeldin A has been shown to increase CRISPR-mediated homology-directed repair (HDR) efficiency.
Disrupts the structure and function of the Golgi apparatus; activator of the sphingomyelin cycle.
1 of 1
This Item | |||
|---|---|---|---|
| assay ≥99% (HPLC and TLC) | assay ≥99% (HPLC and TLC) | assay - | assay ≥98% (HPLC) |
| form powder | form powder | form ready-to-use solution | form powder |
| Quality Level 300 | Quality Level 300 | Quality Level 200 | Quality Level 200 |
| storage temp. 2-8°C | storage temp. 2-8°C | storage temp. 2-8°C | storage temp. −20°C |
| solubility DMSO: 10 mg/mL | solubility DMSO: 10 mg/mL (Store stock solutions at -20 °C) | solubility DMSO: 10 mg/mL | solubility DMSO: 1 mg/mL, methanol: 1 mg/mL |
| biological source Penicillium brefeldianum | biological source Penicillium brefeldianum | biological source Penicillium brefeldianum | biological source Streptomyces parvulus |
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signalword
Danger
hcodes
pcodes
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
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Articles
Modulation of homology-directed repair (HDR) within the context of CRISPR-genome editing has led to the identification of small molecules that enhance CRISPR-mediated HDR efficiency in various cell types.
Kensuke Shibata et al.
Blood, 118(3), 586-593 (2011-05-25)
Unlike conventional T cells, which are exported from the thymus as naive cells and acquire effector functions upon antigen encounter in the periphery, a subset of γδ T cells differentiates into effectors that produce IL-17 within the fetal thymus. We
Vyoma K Patel et al.
Atherosclerosis, 263, 15-23 (2017-06-02)
Atherogenesis is dependent upon monocyte influx into the vessel wall. In humans, three monocyte subsets exist, the number and function of which are significantly altered in cardiovascular disease (CVD). Whether such alterations arise in individuals with a perturbed lipid profile
Concise Total Syntheses of (+)-Brefeldin A, Diastereomers and Analogs and Their Biological Activity
Dr. Mikhail K. Klychnikov et.al.,
Chemistry?A European Journal , 1 (2023)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| B7651-5MG | 04061838443816 |
| B7651-25MG | 04061833442036 |
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How should item B7651, Brefeldin A, be reconstituted?
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