PEP 005

Name: PEP 005
Brand: Tocris Bioscience
SKU: 4054

Tocris Bioscience, part of Bio-Techne | Catalog # 4054

Citations (12)

COA / SDS

Protein kinase C activator

Key Product Details

Description:	Protein kinase C activator
Alternative Names:	Ingenol 3-angelate,Ingenol Mebutate
Chemical Name:	(2Z)-2-Methyl-2-butenoic acid (1aR,2S,5R,5aS,6S,8aS,9R,10aR)-1a,2,5,5a,6,9,10,10a-octahydro-5,5a-dihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1H-2,8a-methanocyclopenta[a]cyclopropa[e]cyclodecen-6-yl ester
Purity:	≥97% (HPLC)
Molecular Weight:	430.53

View Full Technical Details for PEP 005

Technical Data
Citations

Biological Activity for PEP 005

PEP 005 is an activator of protein kinase C (PKC). Exhibits antileukemic activity; induces nuclear translocation of PKCδ, and induces apoptosis in acute myeloid leukemia (AML) cell lines and primary AML blast cells. Also displays antiproliferative effects and induces apoptosis in Colo205 cells. Reactivates latent HIV in cell culture. Also reactivates hypofunctional CD8⁺ T cells during chronic viral infection. Acts as a substrate for multidrug transporter.

Technical Data for PEP 005

M. Wt	430.53
Formula	C₂₅H₃₄O₆
Storage	Store at -20°C
Purity	≥97% (HPLC)
CAS Number	75567-37-2
PubChem ID	6918670
InChi Key	VDJHFHXMUKFKET-WDUFCVPESA-N
Smiles	CC([C@@H]2OC(/C(C)=C\C)=O)=C[C@@]1([C@H](C)C4)[C@]2(O)[C@H](O)C(CO)=C[C@]([C@@]3([H])[C@]4([H])C(C)3C)([H])C1=O

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 PEP 005

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
Solubility	DMSO	0.86	2

Preparing Stock Solutions for PEP 005

The following data is based on the product molecular weight 430.53.

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.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
0.02 mM	116.14 mL	580.68 mL	1,161.36 mL
0.1 mM	23.23 mL	116.14 mL	232.27 mL
0.2 mM	11.61 mL	58.07 mL	116.14 mL
1 mM	2.32 mL	11.61 mL	23.23 mL

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References for PEP 005

References are publications that support the biological activity of the product.

Marro Discovery of small molecules for the reversal of T cell exhaustion. Cell Rep. 2019 PMID: 31801090
Jiang Synergistic reactivation of latent HIV expression by Ingenol-3-Angelate, PEP005, targeted NF-kB signaling in combination with JQ1 induced p-TEFb activation. PLoS Pathog. 2015 PMID: 26225771
Hampson PEP005, a selective small-molecule activator of protein kinase C, has potent antileukemic activity mediated via the delta isoform of PKC. Blood 2005 PMID: 15845901
Kedei Characterization of the interaction of ingenol-3-angelate with protein kinase C. Cancer Res. 2004 PMID: 15126366
Li The skin cancer chemotherapeutic agent ingenol-3-angelate (PEP005) is a substrate for the epidermal multidrug transporter (ABCB1) and targets tumor vasculature. Cancer Res. 2010 PMID: 20460505
Benhadji Antiproliferative activity of PEP005, a novel ingenol angelate that modulates PKC functions, alone and in combination with cytotoxic agents in human colon cancer cells. Br.J.Cancer 2008 PMID: 19034280