Phorbol 12-myristate 13-acetate

Name: Phorbol 12-myristate 13-acetate
Brand: Tocris Bioscience
SKU: 1201
Rating: 5 (2 reviews)

Tocris Bioscience, part of Bio-Techne | Catalog # 1201

(2)

Citations (155)

COA / SDS

Protein kinase C activator

Key Product Details

Description:	Protein kinase C activator
Alternative Names:	PMA
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
Purity:	≥98% (HPLC)
Molecular Weight:	616.83

View Full Technical Details for Phorbol 12-myristate 13-acetate

Technical Data
Citations / Reviews (2)

Biological Activity for Phorbol 12-myristate 13-acetate

Phorbol 12-myristate 13-acetate is an extensively used phorbol ester high affinity activator of protein kinase C (K_i = 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.

Technical Data for Phorbol 12-myristate 13-acetate

M. Wt	616.83
Formula	C₃₆H₅₆O₈
Storage	Store at -20°C
Purity	≥98% (HPLC)
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.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility for Phorbol 12-myristate 13-acetate

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
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 will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:

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

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References for Phorbol 12-myristate 13-acetate

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