203729

(+)-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.

• Sinónimos: (+)-Brefeldin A, Eupenicillium brefeldianum, 1,6,7,8,9,11a,12,13,14,14a-Decahydro-1,13-dihydroxy-6-methyl-4H-cyclopent[f]oxacyclotridecin-4-one
• Fórmula empírica (notación de Hill): C₁₆H₂₄O₄
• Número de CAS: 20350-15-6
• Peso molecular: 280.36
• Número MDL: MFCD12913297
• Código UNSPSC: 12352200
• NACRES: NA.77

Propiedades

• descripción: Merck USA index - 14, 1369
• Nivel de calidad: 100
• Ensayo: ≥95% (HPLC)
• Formulario: crystalline solid
• fabricante / nombre comercial: Calbiochem^®
• condiciones de almacenamiento: OK to freeze
• color: white
• solubilidad: methanol: 2 mg/mL
• Condiciones de envío: ambient
• temp. de almacenamiento: −20°C
• cadena SMILES: O1[C@H](CCC\C=C\[C@H]2[C@H]([C@H](\C=C\C1=O)O)C[C@H](C2)O)C
• 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-PNFJWZTBSA-N

Descripción

Descripción general

Specifically and reversibly blocks translocation of proteins from the endoplasmic reticulum (ER) to the Golgi apparatus without affecting endocytosis or lysosome function. Inhibitor of HDL-mediated cholesterol efflux. Causes disassembly of the Golgi complex and ER swelling in a variety of mammalian cell lines at <40 ng/ml. Blocks binding of ADP-ribosylation factor to the Golgi and inhibits the GDP-GTP exchange. Inhibits the activity of BIG1 and BIG2, the guanine-nucleotide exchange proteins for ADP-ribosylation factors. Also available as a 25 mM solution in DMSO (Cat. No. 500583).

Acciones bioquímicas o fisiológicas

Cell permeable: no

Primary Target
Blocks translocation of proteins from the endoplasmic reticulum (ER) to the Golgi apparatus

Product does not compete with ATP.

Reversible: yes

Advertencia

Toxicity: Harmful (C)

Reconstitución

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for 2 months at -20°C.

Otras notas

Yamagi, R., et al. 2000. Proc. Natl. Acad. Sci. USA 97, 2567.
Moriango, N., et al. 1996. Proc. Natl. Acad. Sci. USA 93, 12856.
Mendez, A.J. 1995. J. Biol. Chem. 270, 5891.
Ridgway, N.D., et al. 1995. J. Biol. Chem. 270, 8023.
Tsai, S.C., et al. 1994. Proc. Natl. Acad. Sci. USA91, 3063.
Ktistakis, N.Y., et al. 1992. Nature356, 344.

Información legal

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Información de seguridad

• Pictogramas: GHS06
• Palabra de señalización: Danger
• Frases de peligro: H301
• Consejos de prudencia: P264 - P270 - P301 + P310 - P405 - P501
• 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