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Merck

B6542

Sigma-Aldrich

Brefeldin A

≥99% (HPLC and TLC), BioXtra, for molecular biology

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C16H24O4
Número de CAS:
Peso molecular:
280.36
Beilstein:
25191
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.52

origen biológico

Penicillium brefeldianum

Nivel de calidad

grado

for molecular biology

Línea del producto

BioXtra

Análisis

≥99% (HPLC and TLC)

formulario

powder

mol peso

280.36

solubilidad

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

espectro de actividad antibiótica

neoplastics

Modo de acción

protein synthesis | interferes

temp. de almacenamiento

2-8°C

cadena SMILES

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

Clave InChI

KQNZDYYTLMIZCT-KQPMLPITSA-N

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Descripción general

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

Aplicación

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

Acciones bioquímicas o fisiológicas

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.

Principio

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.

Producto relacionado

Pictogramas

Skull and crossbones

Palabra de señalización

Danger

Frases de peligro

Consejos de prudencia

Clasificaciones de peligro

Acute Tox. 3 Oral

Código de clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


Certificados de análisis (COA)

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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
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
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

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