Phorbol 12-myristate 13-acetate

Phorbol 12-myristate 13-acetate is a protein kinase C (PKC) agonist potentially for thetreatment of acute myeloid leukemia and cardiac fibrosis.

Product information

CAS Number: 16561-29-8

Molecular Weight: 616.83

Formula: C36H56O8

Synonym:

NSC-262244

PD-616

RP-323

NSC262244

PD616

RP323

NSC 262244

PD 616

RP 323

PMA

Chemical Name: (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-acetoxy-4a,7b-dihydroxy-3-( hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-1H-cyclopropa[3,4]benzo[1,2-e]azulen-9-yl tetradecanoate

Smiles: CC1(C)[C@H]2[C@@H]3C=C(C[C@@]4(O)[C@@H](C=C(C)C4=O)[C@@]3(O)[C@H](C)[C@@H](OC(=O)CCCCCCCCCCCCC)[C@@]12OC(C)=O)CO

InChiKey: PHEDXBVPIONUQT-RGYGYFBISA-N

InChi: 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

Technical Data

Appearance: Solid Power.

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: Soluble in DMSO

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined.

HS Tariff Code: 382200

How to use

In Vitro:

In order to examine the role of PKC in p38MAPK phosphorylation, the cells are stimulated with the PKC activator, PMA (100 nM), which mimics the binding of DAG, the natural activator of PKC, to the C1 region of the PKCs. p38MAPK phosphorylation by PMA is observed in the two cell types similar to that observed by GnRH in αT3-1 cells, that is, a slow sustained activation (3.2-fold and 3.6-fold, respectively at 30 min). The paradoxical findings that PKCs activated by GnRH and PMA play a differential role in p38MAPK phosphorylation may be explained by differential localization of the PKCs. Basal, GnRH- and PMA- stimulation of p38MAPK phosphorylation in αT3-1 cells is mediated by Ca2+ influx via voltage-gated Ca2+channels and Ca2+ mobilization, while in the differentiated LβT2 gonadotrope cells it is mediated only by Ca2+ mobilization.

In Vivo:

PMA is a PKC agonist, which reverses the damage induced by 5-hydroxydecanoic acid (5-HD). Thus, activation of the mitoKATP protected mitochondrial function in SOD and MDA via the PKC pathway.

References:

1. Li YH, Bi HC, Huang L, Jin J, Zhong GP, Zhou XN, Huang M. Phorbol 12-myristate 13-acetate inhibits P-glycoprotein-mediated efflux of digoxin in MDCKII-MDR1 and Caco-2 cell monolayer models. Acta Pharmacol Sin. 2014 Feb;35(2):283-91. doi: 10.1038/aps.2013.157. PubMed PMID: 24362330; PubMed Central PMCID: PMC4651225.
2. Wang YP, Wang P, Dong L, Chen H, Wu YQ, Li HW, Li M. Relaxin inhibit cardiac fibrosis induced by phorbol 12-myristate 13-acetate. Biomed Environ Sci. 2014 Feb;27(2):138-41. doi: 10.3967/bes2014.030. PubMed PMID: 24625407.
3. Song YS, Kim MS, Lee DH, Oh DK, Yoon DY. 15-Hydroxyeicosatetraenoic Acid Inhibits Phorbol-12-Myristate-13-Acetate-Induced MUC5AC Expression in NCI-H292 Respiratory Epithelial Cells. J Microbiol Biotechnol. 2015 May;25(5):589-97. PubMed PMID: 25649981.

Products are for research use only. Not for human use.