524400

Phorbol 12-Myristate 13-Acetate

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

• Synonim(y): Phorbol-12-myristate-13-acetate, PMA, TPA, PKC Activator I, TPA, PMA, PKC Activator I
• Wzór empiryczny (zapis Hilla): C₃₆H₅₆O₈
• Numer CAS: 16561-29-8
• Masa cząsteczkowa: 616.83
• UNSPSC Code: 12352211
• NACRES: NA.77
• MDL number: MFCD00036736
• Assay: ≥98% (HPLC)
• Form: solid
• Storage condition: OK to freeze

Właściwości

• Nazwa produktu: Phorbol-12-myristate-13-acetate, Phorbol-12-myristate-13-acetate, CAS 16561-29-8, is the most common phorbol ester. Activates PKC at nanomolar concentrations.
• Quality Segment: 100
• description: RTECS - QH4377000
• assay: ≥98% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze
• color: white
• solubility: DMSO: 10 mg/mL
• shipped in: ambient
• storage temp.: −20°C
• SMILES string: 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
• InChI key: PHEDXBVPIONUQT-RGYGYFBISA-N

Opis

General description

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 inducible NOS 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. Also available as a 10 mM solution in DMSO (Cat. No. 500582 ).

Biochem/physiol Actions

Cell permeable: no

Primary Target
Protein Kinase C

Product does not compete with ATP.

Reversible: yes

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Anhydrous DMSO stock solutions are stable for up to 6 months at -20°C. With frequent use, the DMSO stock solutions may accumulate water. The presence of water in the stock solution will accelerate the decomposition of the product, resulting in significant loss of activity in 2-3 months.

Further dilute with aqueous buffers just prior to use.

Other Notes

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.

Legal Information

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

Disclaimer

Toxicity: Harmful (C)

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Informacja o środkach bezpieczeństwa

• pictograms: GHS06,GHS08,GHS05
• signalword: Danger
• hcodes: H300 + H310 + H330,H314,H317,H334,H351
• pcodes: P202 - P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 1 Dermal - Acute Tox. 1 Inhalation - Acute Tox. 2 Oral - Carc. 2 - Eye Dam. 1 - Resp. Sens. 1 - Skin Corr. 1B - Skin Sens. 1
• Klasa składowania: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk: WGK 3