CAS 20350-15-6

Brefeldina A

Descripción:

Brefeldina A es un metabolito fúngico originalmente aislado del moho *Brefeldia maxima*. Es un potente inhibidor del transporte de proteínas desde el retículo endoplásmico hacia el aparato de Golgi, lo que lo convierte en una herramienta valiosa en la investigación de biología celular. El compuesto se caracteriza por su capacidad para interrumpir la estructura y función del Golgi, lo que lleva a la acumulación de proteínas en el retículo endoplásmico. Brefeldina A tiene una estructura compleja, que presenta un anillo de lactona y múltiples grupos funcionales que contribuyen a su actividad biológica. Es soluble en disolventes orgánicos como el dimetilsulfóxido (DMSO) y se ha demostrado que tiene efectos en varios procesos celulares, incluyendo la señalización celular y la apoptosis. Además, Brefeldina A ha sido estudiado por sus posibles aplicaciones terapéuticas, particularmente en cáncer e infecciones virales, debido a su capacidad para modular las vías de tráfico intracelular. Sin embargo, su uso se limita principalmente a entornos de laboratorio con fines de investigación.

Fórmula: C₁₆H₂₄O₄

InChI: 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: InChIKey=KQNZDYYTLMIZCT-KQPMLPITSA-N

SMILES: O[C@H]/1[C@]2([C@@](C[C@H](O)C2)(/C=C/CCC[C@H](C)OC(=O)\C=C1)[H])[H]

Sinónimos:

• (1R,2E,6S,10E,11aS,13S,14aR)-1,13-dihydroxy-6-methyl-1,6,7,8,9,11a,12,13,14,14a-decahydro-4H-cyclopenta[f]oxacyclotridecin-4-one
• (1R,2E,6S,10E,11aS,13S,14aR)-1,6,7,8,9,11a,12,13,14,14a-Decahydro-1,13-dihydroxy-6-methyl-4H-cyclopent[f]oxacyclotridecin-4-one
• (1R,2E,6S,10E,13S)-1,13-dihydroxy-6-methyl-1,6,7,8,9,11a,12,13,14,14a-decahydro-4H-cyclopenta[f]oxacyclotridecin-4-one
• (1R,2E,6S,10E,13S,14aR)-1,13-dihydroxy-6-methyl-1,6,7,8,9,11a,12,13,14,14a-decahydro-4H-cyclopenta[f]oxacyclotridecin-4-one
• (1R,2Z,6S,11aR,13S,14aR)-1,13-dihydroxy-6-methyl-1,6,7,8,9,11a,12,13,14,14a-decahydro-4H-cyclopenta[f]oxacyclotridecin-4-one
• (1S,2E,6S,10E,11aS,13S,14aR)-1,13-dihydroxy-6-methyl-1,6,7,8,9,11a,12,13,14,14a-decahydro-4H-cyclopenta[f]oxacyclotridecin-4-one
• 1,6,7,8,9,11a,12,13,14,14a-Decahydro-1,13-dihydroxy-6-methyl-4H-cyclopent [f]oxacyclotridecin-4-one
• 4H-Cyclopent[f]oxacyclotridecin-4-one, 1,6,7,8,9,11a,12,13,14,14a-decahydro-1,13-dihydroxy-6-methyl-, (1R,2E,6S,10E,11aS,13S,14aR)-
• 4H-Cyclopent[f]oxacyclotridecin-4-one, 1,6,7,8,9,11a,12,13,14,14a-decahydro-1,13-dihydroxy-6-methyl-, [1R-(1R*,2E,6S*,10E,11aS*,13S*,14aR*)]-
• 4H-Cyclopent[f]oxacyclotridecin-4-one, 1,6,7,8,9,11aβ,12,13,14,14aα-decahydro-1β,13α-dihydroxy-6β-methyl-
• Ascotoxin
• Brefeldin
• Cyanaein
• Cyanein
• Decumbin
• NSC 107456
• NSC 244390
• NSC 56310
• NSC 89671
• Nectrolide
• Synergisidin

Brefeldin A

CAS: 20350-15-6

Fórmula: C₁₆H₂₄O₄

Pureza: 100.0%

Forma y color: Whitish amorphous solid

Peso molecular: 280.0

Ref: 8R-CL0003

4H-​Cyclopent[f]​oxacyclotridecin-​4-​one, 1,​6,​7,​8,​9,​11a,​12,​13,​14,​14a-​decahydro-​1,​13-​dihydroxy-​6-​methyl-​, (1R,​2E,​6S,​10E,​11aS,​13S,​14aR)​-

CAS: 20350-15-6

Fórmula: C₁₆H₂₄O₄

Pureza: 99%

Forma y color: Solid

Peso molecular: 280.3594

Ref: IN-DA00I3TZ

Brefeldin A

CAS: 20350-15-6

Brefeldin A

Fórmula: C₁₆H₂₄O₄

Pureza: By hplc: 99.47% (Typical Value in Batch COA)

Forma y color: white powder

Peso molecular: 280.36g/mol

Ref: 54-BIB3042

Brefeldin A

CAS: 20350-15-6

Brefeldin A

Pureza: ≥95%

Peso molecular: 280.36g/mol

Ref: 54-BUP14396

Brefeldin A

CAS: 20350-15-6

Fórmula: C₁₆H₂₄O₄

Pureza: (HPLC) ≥ 98%

Forma y color: White powder

Peso molecular: 280.36

Ref: 7W-GA2848

Brefeldin A

CAS: 20350-15-6

Fórmula: C₁₆H₂₄O₄

Pureza: >98.0%(HPLC)

Forma y color: White to Almost white powder to crystal

Peso molecular: 280.36

Ref: 3B-B3820

Brefeldin A

CAS: 20350-15-6

Brefeldin A (Cyanein) belongs to the class of macrolide antibiotics and is an ATPase inhibitor (IC50=0.2 μM).

Fórmula: C₁₆H₂₄O₄

Pureza: 96.45% - 99.89%

Forma y color: White Solid

Peso molecular: 280.36

Ref: TM-T6062

Brefeldin A

CAS: 20350-15-6

Inhibits protein translocation from ER to Golgi; fungal metabolite

Fórmula: C₁₆H₂₄O₄

Pureza: Min. 95%

Forma y color: Powder

Peso molecular: 280.36 g/mol

Ref: 3D-AB15917

Brefeldin A

Producto controlado

CAS: 20350-15-6

Applications A macrolide isolated from Penicillium brefeldianum. It affects the vesticular transport of the Golgi apparatus and induces DNA fragmentation which leads to apoptosis.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Misumi, Y., et al.: J. Biol. Chem., 261 (1986), Mordente, J.A., et al.: J. Urol., 159, 275 (1998), Erokhina, M.V., et al.: Membr. Cell Biol., 12, 871 (1999), Nojiri, H., et al.: FEBS Letters, 453, 140 (1999),

Fórmula: C₁₆H₂₄O₄

Forma y color: Neat

Peso molecular: 280.36

Ref: TR-B677240

Brefeldin A, 98%

CAS: 20350-15-6

Brefeldin A mediated apoptosis has been observed in human tumor cellsIt is an antibiotic used in cell culture and to inhibit protein secretion in mammalian and other eukaryotic cells by interfering with the function of the Golgi apparatus. This Thermo Scientific Chemicals brand product was original

Fórmula: C₁₆H₂₄O₄

Pureza: 98%

Forma y color: Crystals or powder or crystalline powder or granules, White to pale yellow

Peso molecular: 280.36

Ref: 02-J62340