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B6542

Brefeldin A

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

Brefeldin A

Synonym(s):

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

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Pack SizeSKUAvailabilityPrice
5 mg

Available to ship TODAYfromMILWAUKEE

$232.00
25 mg

Available to ship TODAYfromMILWAUKEE

$750.00

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
Assay:
≥99% (HPLC and TLC)
Form:
powder
Quality level:
300

$232.00

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biological source

Penicillium brefeldianum

Quality Level

300

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

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 induces ADP-ribosylation of CtBP1/BARS protein that regulates the intracellular trafficking and movement of secretory proteins from endoplasmic reticulum to Golgi apparatus.[1][2]
Chemical structure: macrolide

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.[1][2]
Disrupts the structure and function of the Golgi apparatus; activator of the sphingomyelin cycle.

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This Item
B7651203729B5936
Brefeldin A ≥99% (HPLC and TLC), BioXtra, Molecular Biology

Sigma-Aldrich

B6542

Brefeldin A

Brefeldin A from Penicillium brefeldianum, ≥99% (HPLC and TLC)

Sigma-Aldrich

B7651

Brefeldin A

(+)-Brefeldin A, Eupenicillium brefeldianum Specifically and reversibly blocks translocation of proteins from the endoplasmic reticulum (ER) to the Golgi apparatus without affecting endocytosis or lysosome function.

Sigma-Aldrich

203729

(+)-Brefeldin A, Eupenicillium brefeldianum

Brefeldin A Ready Made Solution, from Penicillium brefeldianum, 10 mg/mL in DMSO

Sigma-Aldrich

B5936

Brefeldin A

assay

≥99% (HPLC and TLC)

assay

≥99% (HPLC and TLC)

assay

≥95% (HPLC)

assay

-

form

powder

form

powder

form

crystalline solid

form

ready-to-use solution

Quality Level

300

Quality Level

300

Quality Level

100

Quality Level

200

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

mol wt

280.36

mol wt

-

mol wt

-

mol wt

-

solubility

DMSO: 10 mg/mL (Store stock solutions at -20 °C)

solubility

DMSO: 10 mg/mL

solubility

methanol: 2 mg/mL

solubility

DMSO: 10 mg/mL

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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

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Certificates of Analysis (COA)

Lot/Batch Number
0000438973
0000438972
0000438973
0000438972
0000398599

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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
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Global Trade Item Number

SKUGTIN
B6542-5MG04061833434956
B6542-25MG04061833434932
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