Skip to Content
Merck

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

Sign In to View Organizational & Contract Pricing.

Select a Size

All Photos(3)

About This Item

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

Product Name

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

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

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 key

KQNZDYYTLMIZCT-KQPMLPITSA-N

biological source

Penicillium brefeldianum

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

Quality Level

300

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

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

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

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

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000438973
0000438972
0000438973
0000438972
0000398598

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Y Misumi et al.
The Journal of biological chemistry, 261(24), 11398-11403 (1986-08-25)
We examined the effect of brefeldin A, an antiviral antibiotic, on protein synthesis, intracellular processing, and secretion in primary culture of rat hepatocytes. The secretion was strongly blocked by the drug at 1 microgram/ml and higher concentrations, while the protein
Marco Lepore et al.
Nature communications, 5, 3866-3866 (2014-05-17)
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
Emma M Haapaniemi et al.
Blood, 125(4), 639-648 (2014-10-29)
The signal transducer and activator of transcription (STAT) family of transcription factors orchestrate hematopoietic cell differentiation. Recently, mutations in STAT1, STAT5B, and STAT3 have been linked to development of immunodysregulation polyendocrinopathy enteropathy X-linked-like syndrome. Here, we immunologically characterized 3 patients
Anniek B van der Waart et al.
Blood, 124(23), 3490-3500 (2014-10-23)
Effective T-cell therapy against cancer is dependent on the formation of long-lived, stem cell-like T cells with the ability to self-renew and differentiate into potent effector cells. Here, we investigated the in vivo existence of stem cell-like antigen-specific T cells
Laura Jeanbart et al.
Cancer immunology research, 2(5), 436-447 (2014-05-06)
The sentinel or tumor-draining lymph node (tdLN) serves as a metastatic niche for many solid tumors and is altered via tumor-derived factors that support tumor progression and metastasis. tdLNs are often removed surgically, and therapeutic vaccines against tumor antigens are
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service