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Piperlongumine

Cat. No. 4396 1 Citation Submit a Review Datasheet / COA / SDS

Discontinued Product

4396 has been discontinued.

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Description: Induces apoptosis; increases p53 and ROS levels in cancer cells
Chemical Name: 5,6-Dihydro-1-[(2E)-1-oxo-3-(3,4,5-trimethoxyphenyl)-2-propen-1-yl]-2(1H)-pyridinone
Purity: ≥97% (HPLC)
Datasheet
Citations (1)
Reviews
Literature (1)
Pathways (1)
Biological Activity Technical Data Datasheets References

Biological Activity for Piperlongumine

Piperlongumine is an induces cell death and increases the level of reactive oxygen species (ROS) in cancer cells with both wild-type and normal p53. Also inhibits the growth of spontaneous malignant breast tumors in mice. Displays little effect on normal cells. Rapidly depletes androgen receptor expression in human prostate cancer cells via a ROS-dependent, proteasome-mediated mechanism.

Technical Data for Piperlongumine

M. Wt 317.34
Formula C17H19NO5
Storage Store at -20°C
Purity ≥97% (HPLC)
CAS Number 20069-09-4
PubChem ID 637858
InChI Key VABYUUZNAVQNPG-BQYQJAHWSA-N
Smiles O=C1N(C(/C=C/C2=CC(OC)=C(OC)C(OC)=C2)=O)CCC=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.

Product Datasheets for Piperlongumine

Certificate of Analysis / Product Datasheet
Safety Datasheet

References for Piperlongumine

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

Raj et al (2011) Selective killing of cancer cells by a small molecule targeting the stress response to ROS. Nature 475 231 PMID: 21753854

Golovine et al (2012) Piperlongumine induces rapid depletion of the androgen receptor in human prostate cancer cells. Prostate [Epub ahead of print] PMID: 22592999

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1 Citation for Piperlongumine

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

Farrand et al (2013) An improved quantitative approach for the assessment of mitochondrial fragmentation in chemoresistant ovarian cancer cells. PLoS One 8 e74008 PMID: 24040144

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Literature in this Area

Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* your copy today!

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Programmed Cell Death Poster

Programmed Cell Death Poster

There are two currently recognized forms of programmed cell death: apoptosis and necroptosis. This poster summarizes the signaling pathways involved in apoptosis, necroptosis and cell survival following death receptor activation, and highlights the influence of the molecular switch, cFLIP, on cell fate.

Pathways for Piperlongumine

Apoptosis Signaling Pathway

Apoptosis Signaling Pathway

Apoptosis is a physiological process for cell death that is critical during aging and development. It may also be referred to as cell 'suicide'. Apoptosis can be triggered by events both inside and outside of the cell.