5.00582

Phorbol-12-myristate-13-acetate

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

• Synonym(e): InSolution Phorbol-12-myristate-13-acetate, 12-O-Tetradecanoyl-phorbol-13-acetate, PMA, TPA
• Empirische Formel (Hill-System): C₃₆H₅₆O₈
• CAS-Nummer: 16561-29-8
• Molekulargewicht: 616.83
• MDL-Nummer: MFCD00036736
• UNSPSC-Code: 12352211
• NACRES: NA.77

Eigenschaften

• product name: Phorbol-12-myristate-13-acetate, InSolution, ≥98%, 10 mM in DMSO, extremely potent mouse skin tumor promoter
• Qualitätsniveau: 100
• Assay: ≥98% (HPLC)
• Form: liquid
• Hersteller/Markenname: Calbiochem^®
• Lagerbedingungen: OK to freeze; avoid repeated freeze/thaw cycles; desiccated (hygroscopic); protect from light
• Lagertemp.: −70°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
• InChIKey: PHEDXBVPIONUQT-RGYGYFBISA-N

Beschreibung

Allgemeine Beschreibung

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 (>Cat. No. 344270, >Cat. No. 344282)-induced cAMP formation. Inhibits apoptosis induced by the Fas antigen, but induces apoptosis in HL-60 promyelocytic leukemia cells. Its binding is reversible.

Biochem./physiol. Wirkung

Cell permeable: yes

Primary Target
PKC

Reversible: yes

Secondary Target
Ca²⁺-ATPase

Verpackung

Packaged under inert gas

Warnhinweis

Toxicity: Irritant (B)

Physikalische Form

A 10 mM (2 mg/324 µL) solution of Phorbol-12-myristate-13-acetate (Cat. No. 524400) in DMSO.

Rekonstituierung

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

Sonstige Hinweise

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.

Rechtliche Hinweise

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

Sicherheitshinweise

• Piktogramme: GHS06,GHS08
• Signalwort: Danger
• H-Sätze: H311 + H331 - H315 - H317 - H319 - H334 - H351
• P-Sätze: P202 - P280 - P302 + P352 + P312 - P304 + P340 + P311 - P305 + P351 + P338 - P308 + P313
• Gefahreneinstufungen: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Carc. 2 - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1
• Lagerklassenschlüssel: 6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 2
• Flammpunkt (°F): 188.6 °F - (Dimethylsulfoxide)
• Flammpunkt (°C): 87 °C - (Dimethylsulfoxide)