5.00582

Phorbol-12-myristate-13-acetate

≥98% (HPLC), liquid, PKC activator, Calbiochem^®

• Sinónimos: InSolution Phorbol-12-myristate-13-acetate, 12-O-Tetradecanoyl-phorbol-13-acetate, PMA, TPA
• Fórmula empírica (notación de Hill): C₃₆H₅₆O₈
• Número de CAS: 16561-29-8
• Peso molecular: 616.83
• Número MDL: MFCD00036736
• Código UNSPSC: 12352211
• NACRES: NA.77

Propiedades

• Nombre del producto: Phorbol-12-myristate-13-acetate, InSolution, ≥98%, 10 mM in DMSO, extremely potent mouse skin tumor promoter
• Nivel de calidad: 100
• Ensayo: ≥98% (HPLC)
• Formulario: liquid
• fabricante / nombre comercial: Calbiochem^®
• condiciones de almacenamiento: OK to freeze; avoid repeated freeze/thaw cycles; desiccated (hygroscopic); protect from light
• temp. de almacenamiento: −70°C
• cadena SMILES: O([C@]21[C@H]([C@H]3[C@@]([C@H]4[C@](CC(=C3)CO)(C(=O)C(=C4)C)O)([C@@H]([C@H]2OC(=O)CCCCCCCCCCCCC)C)O)C1(C)C)C(=O)C
• InChI: 1S/C36H56O8/c1-7-8-9-10-11-12-13-14-15-16-17-18-29(39)43-32-24(3)35(42)27(30-33(5,6)36(30,32)44-25(4)38)20-26(22-37)21-34(41)28(35)19-23(2)31(34)40/h19-20,24,27-28,30,32,37,41-42H,7-18,21-22H2,1-6H3/t24-,27+,28-,30-,32-,34-,35-,36-/m1/s1
• Clave InChI: PHEDXBVPIONUQT-RGYGYFBISA-N

Descripción

Descripción general

Most commonly-used phorbol ester. Extremely potent mouse skin tumor promoter. Activates protein kinase C in vivo and in vitro, even at nM concentrations. Promotes the expression of iNOS in cultured hepatocytes. Activates Ca²⁺-ATPase and potentiates forskolin-induced cAMP formation. Inhibits apoptosis induced by the Fas antigen, but induces apoptosis in HL-60 promyelocytic leukemia cells. Its binding is reversible.

Acciones bioquímicas o fisiológicas

Cell permeable: yes

Primary Target
PKC

Reversible: yes

Secondary Target
Ca²⁺-ATPase

Envase

Packaged under inert gas

Advertencia

Toxicity: Irritant (B)

Reconstitución

Following initial thaw, aliquot and freeze (-70°C). Use only fresh DMSO for preparing further dilutions.

Otras notas

Powell, D.J., et al. 2003. Mol. Cell Biol.23, 7794.
Tepper, C.G., et al. 1995. Proc. Natl. Acad. Sci. USA92, 8443.
Oishi, K., and Yamaguchi, M. 1994. J. Cell. Biochem.55, 168.
Macfarlane, D.E., and O′Donnell, P.S. 1993. Leukemia7, 1846.
Ghandi, V.C. and Jones, D.J., 1992. Neuropharmacol.31, 1101.
Hortelano, S., et al. 1992. J. Biol. Chem.267, 24937.
Kontny, E., et al. 1992. Eur. J. Pharmacol.227, 333.
Zanaboni, P.B., et al. 1992. J. Appl. Physiol.73, 2011.
Saltis, J., et al. 1991. J. Biol. Chem.266, 261.
Beguinot, L., et al. 1985. Proc. Natl. Acad. Sci. USA82, 2774.
Perchellet, J. 1985. Carcinogenesis6, 567.
Nishizuka, Y. 1984. Science255, 1365.
Mastro, A. 1982. Lymphokines6, 263.

Información legal

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

Información de seguridad

• Pictogramas: GHS06,GHS08
• Palabra de señalización: Danger
• Frases de peligro: H311 + H331 - H315 - H317 - H319 - H334 - H351
• Consejos de prudencia: P202 - P280 - P302 + P352 + P312 - P304 + P340 + P311 - P305 + P351 + P338 - P308 + P313
• Clasificaciones de peligro: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Carc. 2 - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1
• 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 2
• Punto de inflamabilidad (°F): 188.6 °F - (Dimethylsulfoxide)
• Punto de inflamabilidad (°C): 87 °C - (Dimethylsulfoxide)