5.00582

Phorbol-12-myristate-13-acetate

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

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

Propriedades

• Nome do produto: Phorbol-12-myristate-13-acetate, InSolution, ≥98%, 10 mM in DMSO, extremely potent mouse skin tumor promoter
• Nível de qualidade: 100
• Ensaio: ≥98% (HPLC)
• Formulário: liquid
• fabricante/nome comercial: Calbiochem^®
• condição de armazenamento: OK to freeze; avoid repeated freeze/thaw cycles; desiccated (hygroscopic); protect from light
• temperatura de armazenamento: −70°C
• cadeia de caracteres 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
• chave InChI: PHEDXBVPIONUQT-RGYGYFBISA-N

Descrição

Descrição geral

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.

Ações bioquímicas/fisiológicas

Cell permeable: yes

Primary Target
PKC

Reversible: yes

Secondary Target
Ca²⁺-ATPase

Embalagem

Packaged under inert gas

Advertência

Toxicity: Irritant (B)

Reconstituição

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

Outras 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.

Informações legais

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

Informações de segurança

• Pictogramas: GHS06,GHS08
• Palavra indicadora: Danger
• Frases de perigo: H311 + H331 - H315 - H317 - H319 - H334 - H351
• Declarações de precaução: P202 - P280 - P302 + P352 + P312 - P304 + P340 + P311 - P305 + P351 + P338 - P308 + P313
• Classificações de perigo: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Carc. 2 - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1
• Código de classe de armazenamento: 6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de risco de água (WGK): WGK 2
• Ponto de fulgor (°F): 188.6 °F - (Dimethylsulfoxide)
• Ponto de fulgor (°C): 87 °C - (Dimethylsulfoxide)