Eicosapentaenoic Acid

Discontinued Product

Eicosapentaenoic Acid (Cat. No. 5979) has been withdrawn from sale for commercial reasons.
Description: Endogenous polyunsaturated fatty acid; stimulates ERK1/2 phosphorylation
Chemical Name: (5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-Eicosapentaenoic acid
Purity: ≥98%
Literature (1)
Pathways (1)

Biological Activity for Eicosapentaenoic Acid

Endogenous polyunsaturated fatty acid. Stimulates ERK1/2 and C/EBPβ phosphorylation, and induces demethylation of CpG island B in U937 leukemia cells. Attenuates proliferation of U9137 cells, and induces cell cycle arrest and apoptosis in pancreatic cells in vitro. Also inhibits leukotriene B4 synthesis in rats.

Technical Data for Eicosapentaenoic Acid

M. Wt 302.45
Formula C20H30O2
Storage Store at -20°C
Purity ≥98%
CAS Number 10417-94-4
PubChem ID 446284
Smiles CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(O)=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.

Product Datasheets for Eicosapentaenoic Acid

Certificate of Analysis / Product Datasheet
Select another batch:

References for Eicosapentaenoic Acid

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

Ceccarelli et al (2014) Eicosapentaenoic acid activates RAS/ERK/C/EBPβ pathway through H-Ras intron 1 CpG island demethylation in U937 leukemia cells. PLoS One 9 e85025 PMID: 24454781

James et al (1993) Effect of dietary supplementation with n-9 eicosatrienoic acid on leukotriene B4 synthesis in rats: a novel approach to inhibition of eicosanoid synthesis. J.Exp.Med. 178 2261 PMID: 8245797

Lai et al (1996) Cell cycle arrest and induction of apoptosis in pancreatic cancer cells exposed to eicosapentaenoic acid in vitro. Br.J.Cancer 74 1375 PMID: 8912532

Keywords: Eicosapentaenoic Acid, Eicosapentaenoic Acid supplier, endogenous, polyunsaturated, fatty, acids, stimulates, ERK, phosphorylation, leukotriene-B4, synthesis, inhibits, Leukotriene, and, Related, Receptors, 5979, Tocris Bioscience

Citations for Eicosapentaenoic Acid

Citations are publications that use Tocris products.

Currently there are no citations for Eicosapentaenoic Acid.

Reviews for Eicosapentaenoic Acid

There are currently no reviews for this product. Be the first to review Eicosapentaenoic Acid and earn rewards!

Have you used Eicosapentaenoic Acid?

Submit a review and receive an Amazon gift card.

$50/€35/£30/$50CAN/¥300 Yuan/¥5000 Yen for first to review with an image

$25/€18/£15/$25CAN/¥75 Yuan/¥1250 Yen for a review with an image

$10/€7/£6/$10 CAD/¥70 Yuan/¥1110 Yen for a review without an image

Submit a Review

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!

*Please note that Tocris will only send literature to established scientific business / institute addresses.

MAPK Signaling Scientific Review

MAPK Signaling Scientific Review

MAP kinase signaling is integral to the regulation of numerous cellular processes such as proliferation and differentiation, and as a result is an important focus of cancer and immunology research. Updated for 2016, this review discusses the regulation of the MAPK pathway and properties of MAPK cascades. Compounds available from Tocris are listed.

Pathways for Eicosapentaenoic Acid

MAPK Signaling Pathway

MAPK Signaling Pathway

The mitogen-activated protein kinase pathway evokes an intracellular signaling cascade in response to extracellular stimuli such as heat and stress. It can influence cell division, metabolism and survival.