Skip to Content
Merck
CN

850800C

Avanti

20:4 PE

Avanti Research™ - A Croda Brand

Synonym(s):

1,2-di-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine; DAPE; PE(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z))

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C45H74NO8P
CAS Number:
5634-86-6
Molecular Weight:
788.04
MDL number:
MFCD00674343
UNSPSC Code:
51191904
NACRES:
NA.25

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

20:4 PE, 1,2-diarachidonoyl-sn-glycero-3-phosphoethanolamine, chloroform

SMILES string

[H][C@@](COP([O-])(OCC[NH3+])=O)(OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)COC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O

InChI

1S/C45H74NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-44(47)51-41-43(42-53-55(49,50)52-40-39-46)54-45(48)38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h11-14,17-20,23-26,29-32,43H,3-10,15-16,21-22,27-28,33-42,46H2,1-2H3,(H,49,50)/b13-11+,14-12+,19-17+,20-18+,25-23+,26-24+,31-29+,32-30+/t43-/m1/s1

InChI key

JTERLNYVBOZRHI-RIIGGKATSA-N

assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 2.5 mL (850800C-25mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 850800C

concentration

10 mg/mL (850800C-25mg)

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

Application

20:4 PE has been used as an antigen in enzyme linked immunosorbent assay (ELISA) for detecting antiphosphatidylethanolamine (aPE) antibodies. It is suitable for use as an internal standard for electrospray ionization-mass spectrometry (ESI-MS), high performance liquid chromatography and in the preparation of lysophosphatidylethanolamine.

Biochem/physiol Actions

Phosphatidylethanolamine (PE) is implicated in a numerous function like membrane fusion, cell cycle, autophagy, apoptosis, and cognitive function. 20:4 phosphatidylethanolamine (PE)/ DAPE induces cell death in malignant pleural mesothelioma (MPM) cells. DAPE enhances protein phosphatase 2A (PP2A) and protein tyrosine phosphatase 1B (PTB1B) activity.

General description

Phosphatidylethanolamine (PE) is a membrane phospholipid and the types depend on the combination of free fatty acids on the α and β position. 20:4 PE has arachidonic acid on the α and β positions.

Packaging

5 mL Clear Glass Sealed Ampule (850800C-25mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

target_organs

Central nervous system, Liver,Kidney

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk

WGK 3

flash_point_f

does not flash

flash_point_c

does not flash

Regulatory Information

易制毒化学品（2类）
危险化学品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Shotgun lipidomics of phosphoethanolamine-containing lipids in biological samples after one-step in situ derivatization
Han X, et al.
Journal of Lipid Research, 46(7), 1548-1560 (2005)
Dipalmitoleoyl-phosphatidylethanolamine induces apoptosis of NCI-H28 malignant mesothelioma cells
Kaku Y, et al.
Anticancer Research, 34(4), 1759-1764 (2014)
Caloric restriction results in phospholipid depletion, membrane remodeling, and triacylglycerol accumulation in murine myocardium
Han X, et al.
Biochemistry, 43(49), 15584-15594 (2004)
The outcome of ELISA for antiphosphatidylethanolamine antibodies is dependent on the composition of phosphatidylethanolamine
Hou S, et al.
Journal of Immunological Methods, 440, 27-34 (2017)
Peter Meszaros et al.
The international journal of biochemistry & cell biology, 45(2), 326-334 (2012-11-28)
We investigated the effect of myriocin treatment, which extensively depletes sphingolipids from cells, on multidrug resistance-related protein 1 (MRP1) efflux activity in MRP1 expressing cells and isolated plasma membrane vesicles. Our data reveal that both short term (3 days) and
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service