PEP 005

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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)
Citations (2)

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
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 Data for PEP 005

Solvent Max Conc. mg/mL Max Conc. mM
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.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.02 mM 116.14 mL 580.68 mL 1161.36 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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Product Datasheets for PEP 005

Certificate of Analysis / Product Datasheet
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Keywords: PEP 005, PEP 005 supplier, Ingenol, 3-angelate, PEP005, protein, kinase, C, PKC, activators, anticancer, antileukemic, PKCd, PKCdelta, PKCδ, T, cells, exhaustion, CD8, hypofunction, ingenol, mebuate, IngMb, Mebutate, Protein, Kinase, Multidrug, Transporters, 4054, Tocris Bioscience

2 Citations for PEP 005

Citations are publications that use Tocris products. Selected citations for PEP 005 include:

Oliver et al (2022) High-content phenotyping of Parkinson's disease patient stem cell-derived midbrain dopaminergic neurons using machine learning classification. Stem Cell Reports 17 2349-2364 PMID: 36179692

Jiang et al (2015) 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. 11 e1005066 PMID: 26225771

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