Phorbol 12-myristate 13-acetate
Tocris Bioscience, part of Bio-Techne | Catalog # 1201
Protein kinase C activator
Key Product Details
Description
Protein kinase C activator
Alternative Names
PMA
Product Description
Phorbol 12-myristate 13-acetate is an extensively used phorbol ester high affinity activator of protein kinase C (Ki = 2.6 nM as measured by displacement of [3H]phorbol 12,13-dibutyrate binding in rat cortex synaptosomal membranes). It binds to the C1a and C1b domains of PKC inducing membrane translocation of PKC. Phorbol 12-myristate 13-acetate activates the PKC isoforms PKCα, -β, -γ, -δ, -ε, -η, and -θ but not PKCζ or -ι/λ. Phorbol 12-myristate 13-acetate is a tumor promoter. Phorbol 12-myristate 13-acetate can also induce differentiation of THP-1 monocytes to a macrophage phenotype in vitro.Product Specifications
Molecular Weight
616.83
Formula
C36H56O8
Storage
Store at -20°C
Purity
≥97% (HPLC)
Chemical Name
(1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-(Acetyloxy)-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1H-cyclopropa[3,4]benz[1,2-e]azulen-9-yl tetradecanoate
CAS Number
16561-29-8
PubChem ID
27924
InChI Key
PHEDXBVPIONUQT-RGYGYFBISA-N
SMILES
OCC1=C[C@]([C@@](C(C)4C)([H])[C@@]4(OC(C)=O)[C@H](OC(CCCCCCCCCCCCC)=O)[C@H]3C)([H])[C@@]3(O)[C@@](C=C(C)C2=O)([H])[C@]2(O)C1
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Solubility
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 61.68 | 100 |
Preparing Stock Solutions
for Phorbol 12-myristate 13-acetate
The following data is based on the product molecular weight 616.83
Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which all affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.62 mL | 8.11 mL | 16.21 mL |
| 5 mM | 0.32 mL | 1.62 mL | 3.24 mL |
| 10 mM | 0.16 mL | 0.81 mL | 1.62 mL |
| 50 mM | 0.03 mL | 0.16 mL | 0.32 mL |
Calculators
Molarity Calculator
Dilution Calculator
Reconstitution Calculator
Background References
References are publications that support the biological activity of the product.
- Lund The choice of phorbol 12-myristate 13-acetate differentiation protocol influences the response of THP-1 macrophages to a pro-inflammatory stimulus. J.Immunol.Methods 2016 PMID: 26826276
- Steinberg Structural basis of protein kinase C isoform function. Physiol.Rev. 2008 PMID: 18923184
- Hockberger A diacylglycerol analogue reduces neuronal calcium currents independently of protein kinase C activation. Nature 1989 PMID: 2922062
- Murphy Structural determinants of phorbol ester binding in synaptosomes: pharmacokinetics and pharmacodynamics. Eur.J.Pharmacol. 1999 PMID: 10528137
- Castagna Direct activation of calcium-activated, phospholipid-dependent protein kinase by tumor-promoting phorbol esters. J.Biol.Chem. 1982 PMID: 7085651
Product Specific Notices for Phorbol 12-myristate 13-acetate
For research use only
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