Phorbol 12-myristate 13-acetate

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Cat.No. 1201 - Phorbol 12-myristate 13-acetate | C36H56O8 | CAS No. 16561-29-8
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: ≥99% (HPLC)
Datasheet
Citations (18)
Literature

Biological Activity

Extensively used phorbol ester activator of protein kinase C; tumor promoter. Binds to PKC with a Ki value of 2.6 nM as measured by displacement of [3H]phorbol 12,13-dibutyrate binding in rat cortex synaptosomal membranes.

Technical Data

M. Wt 616.83
Formula C36H56O8
Storage Desiccate at -20°C
Purity ≥99% (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.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 61.68 100

Preparing Stock Solutions

The following data is based on the product molecular weight 616.83. Batch specific molecular weights may vary from batch to batch due to solvent 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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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Castagna et al (1982) Direct activation of calcium-activated, phospholipid-dependent protein kinase by tumor-promoting phorbol esters. J.Biol.Chem. 257 7847 PMID: 7085651

Hockberger et al (1989) A diacylglycerol analogue reduces neuronal calcium currents independently of protein kinase C activation. Nature 338 340 PMID: 2922062

Murphy et al (1999) Structural determinants of phorbol ester binding in synaptosomes: pharmacokinetics and pharmacodynamics. Eur.J.Pharmacol. 381 77 PMID: 10528137

Merck Index 12 7487 PMID:


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Keywords: Phorbol 12-myristate 13-acetate, supplier, Protein, kinases, C, activators, PKC, Phorbol12-myristate13-acetate, PMA, Protein, Kinase, C, Tocris Bioscience

18 Citations for Phorbol 12-myristate 13-acetate

Citations are publications that use Tocris products. Selected citations for Phorbol 12-myristate 13-acetate include:

Quizon (2016) Molecular mechanism: the human dopamine transporter histidine 547 regulates basal and HIV-1 Tatprotein-inhibited dopamine transport. Scientific Reports 6 39048 PMID: 27966610

Hagen et al (2015) Comparative Multi-Donor Study of IFNγ Secretion and Expression by Human PBMCs Using ELISPOT Side-by-Side with ELISA and Flow Cytometry Assays. Cells 4 84 PMID: 25679284

Bemben et al (2015) Autism-associated mutation inhibits protein kinase C-mediated neuroligin-4X enhancement of excitatory synapses. Proc Natl Acad Sci U S A 112 2551 PMID: 25675530

Brust et al (2015) New functional activity of aripiprazole revealed: Robust antagonism of D2 dopamine receptor-stimulated Gβγ signaling. J Vis Exp 93 85 PMID: 25449598

Davis (2015) The ATP-Binding Cassette Transporter-2 (ABCA2) Overexpression Modulates Sphingosine Levels and Transcription of the Amyloid Precursor Protein (APP) Gene. Biochem Pharmacol 12 847 PMID: 26510981

Walsh et al (2014) The role of Nox1 and Nox2 in GPVI-dependent platelet activation and thrombus formation. Redox Biol 2 178 PMID: 24494191

Yu et al (2014) Transactivation of epidermal growth factor receptor through platelet-activating factor/receptor in ovarian cancer cells. J Exp Clin Cancer Res 33 85 PMID: 25261977

Brown et al (2014) Mitogen-activated protein kinase-interacting kinase regulates mTOR/AKT signaling and controls the serine/arginine-rich protein kinase-responsive type 1 internal ribosome entry site-mediated translation and viral oncolysis. J Pharmacol Exp Ther 88 13149 PMID: 25187540

Gabriel et al (2012) The acid-sensitive, anesthetic-activated potassium leak channel, KCNK3, is regulated by 14-3-3β-dependent, protein kinase C (PKC)-mediated endocytic trafficking. J Biol Chem 287 32354 PMID: 22846993

Gao et al (2012) Transient receptor potential vanilloid type 1-dependent regulation of liver-related neurons in the paraventricular nucleus of the hypothalamus diminished in the type 1 diabetic mouse. J Virol 61 1381 PMID: 22492526

Kaszás et al (2012) Small molecule positive allosteric modulation of TRPV1 activation by vanilloids and acidic pH. J Neurosci 340 152 PMID: 22005042

Kapfhammer and Gugger (2012) The analysis of purkinje cell dendritic morphology in organotypic slice cultures. J Biol Chem NULL PMID: 22473312

Specht et al (2011) Regulation of glycine receptor diffusion properties and gephyrin interactions by protein kinase C. EMBO J 30 3842 PMID: 21829170

Navaroli et al (2011) The plasma membrane-associated GTPase Rin interacts with the dopamine transporter and is required for protein kinase C-regulated dopamine transporter trafficking. J Neurosci 31 13758 PMID: 21957239

Zsombok et al (2011) Functional plasticity of central TRPV1 receptors in brainstem dorsal vagal complex circuits of streptozotocin-treated hyperglycemic mice. Curr Alzheimer Res 31 14024 PMID: 21957263

Bohnekamp et al (2010) Involvement of the chemokine-like receptor GPR33 in innate immunity. Br J Pharmacol 396 272 PMID: 20399748

Nishida et al (2009) Inhibition of ATR protein kinase activity by schisandrin B in DNA damage response. Nucleic Acids Res 37 5678 PMID: 19625493

Jones et al (2004) Regulation of SHP-1 tyrosine phosphatase in human platelets by serine phosphorylation at its C terminus. Biochem Biophys Res Commun 279 40475 PMID: 15269224


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