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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5 MG
£218.00
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£819.00
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5 MG
£218.00
25 MG
£819.00
About This Item
Empirical Formula (Hill Notation):
C16H24O4
CAS Number:
Molecular Weight:
280.36
Beilstein:
25191
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
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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
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This Item | B6542 | B5936 | B3061 |
|---|---|---|---|
| form powder | form powder | form solution | form powder |
| assay ≥99% (HPLC and TLC) | assay ≥99% (HPLC and TLC) | assay - | assay ≥98% (HPLC) |
| 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 |
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.[2]
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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Oral
Storage Class Code
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
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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