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Merck

B5936

Sigma-Aldrich

Brefeldin A

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

Sinónimos:

Synergisidin, 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:
51102829
ID de la sustancia en PubChem:
NACRES:
NA.85
En este momento no podemos mostrarle ni los precios ni la disponibilidad

origen biológico

Penicillium brefeldianum

Nivel de calidad

presión de vapor

0.56 hPa ( 20 °C)

Formulario

solution

temp. de autoignición

301 °C

concentración

10 mg/mL in DMSO

solubilidad

DMSO: 10 mg/mL

espectro de actividad antibiótica

neoplastics

Modo de acción

cell membrane | interferes

Condiciones de envío

wet ice

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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Aplicación

Brefeldin A produced from Penicillium brefeldianum may be used to study protein and lipid transport between Golgi complex and the cell surface.

Acciones bioquímicas o fisiológicas

Brefeldin A (BFA) is a fungal metabolite which disrupts the structure and function of the Golgi apparatus by inhibiting transport of proteins from ER to Golgi and inducing retrograde protein transport from the Golgi apparatus to the endoplasmic reticulum.[1] BFA inhibits the transport of sphingomyelin to the surface of mammalian cells.[2] The ester derivatives of BFA exhibit anti-cancer properties.[3]
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.
Disrupts the structure and function of the Golgi apparatus; activator of the sphingomyelin cycle.

Otras notas

Keep container tightly closed in a dry and well-ventilated place.Store under inert gas. Hygroscopic.Storage class (TRGS 510): Combustible liquids

Código de clase de almacenamiento

10 - Combustible liquids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

188.6 °F - closed cup

Punto de inflamabilidad (°C)

87 °C - closed cup

Equipo de protección personal

Eyeshields, Faceshields, Gloves, multi-purpose combination respirator cartridge (US)


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Certificados de análisis (COA)

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Visite la Librería de documentos

A van Helvoort et al.
Journal of cell science, 110 ( Pt 1), 75-83 (1997-01-01)
Sphingomyelin is a major lipid of the mammalian cell surface. The view that sphingomyelin, after synthesis in the Golgi lumen, reaches the outer leaflet of the plasma membrane on the inside of carrier vesicles has been challenged by inconsistencies in
Antiviral activity of brefeldin A and verrucarin A.
G Tamura et al.
The Journal of antibiotics, 21(2), 160-161 (1968-02-01)
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
Jan H Reiling et al.
Nature cell biology, 15(12), 1473-1485 (2013-11-05)
Treatment of cells with brefeldin A (BFA) blocks secretory vesicle transport and causes a collapse of the Golgi apparatus. To gain more insight into the cellular mechanisms mediating BFA toxicity, we conducted a genome-wide haploid genetic screen that led to
Priya Rajavelu et al.
The Journal of clinical investigation, 125(5), 2021-2031 (2015-04-14)
Epithelial cells that line the conducting airways provide the initial barrier and innate immune responses to the abundant particles, microbes, and allergens that are inhaled throughout life. The transcription factors SPDEF and FOXA3 are both selectively expressed in epithelial cells

Questions

  1. How stable is the solution if kept at 4 ºC? thanks

    1 answer
    1. This product is a 10 mg/mL solution in DMSO. The recommended storage temperature is 2-8°C. Assuming proper handling and storage, the item will be stable until the recommended retest date reported on the lot specific Certificate of Analysis. The product is assigned a retest date of 2 years from the date of Quality Release.

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