Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

62225

Sigma-Aldrich

2-Linoleoyl-1-palmitoyl-sn-glycero-3-phosphoethanolamine

≥98.0% (10 mg phospholipid per ml CHCl3, TLC)

Synonym(s):

3-sn-Phosphatidylethanolamine, 2-linoleoyl-1-palmitoyl, L-α-Phosphatidylethanolamine, β-linoleoyl-γ-palmitoyl

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C39H74NO8P
CAS Number:
13206-00-3
Molecular Weight:
715.98
Beilstein/REAXYS Number:
2033925
MDL number:
MFCD00058604
UNSPSC Code:
12352211
PubChem Substance ID:
329759720

biological source

synthetic

assay

≥98.0% (10 mg phospholipid per ml CHCl3, TLC)

form

liquid

functional group

phospholipid

shipped in

dry ice

storage temp.

−20°C

SMILES string

CCCCCCCCCCCCCCCC(=O)OC[C@@H](COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C\C\C=C\CCCCC

InChI

1S/C39H74NO8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h11,13,17-18,37H,3-10,12,14-16,19-36,40H2,1-2H3,(H,43,44)/b13-11+,18-17+/t37-/m0/s1

InChI key

HBZNVZIRJWODIB-KPMVPPRFSA-N

Looking for similar products? Visit Product Comparison Guide

Application

2-Linoleoyl-1-palmitoyl-sn-glycero-3-phosphoethanolamine is the substrate for human group V phospholipase A2 . In addition, 2-Linoleoyl-1-palmitoyl-sn-glycero-3-phosphoethanolamine provides an in vitro model for studying and a diagnosis tool for diagnosis of oxidative stress .

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

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

target_organs

Central nervous system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

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

Visit the Document Library

M Rosário M Domingues et al.
Biomedical chromatography : BMC, 23(6), 588-601 (2009-03-12)
Phosphatidylethanolamines are a major class of phospholipids found in cellular membranes. Identification of the alterations in these phospholipids, induced by free radicals, could provide new tools for in vivo diagnosis of oxidative stress. In this study, 1-palmitoyl-2-linoleoyl-phosphatidylethanolamine oxidation products, induced
Lucas G Sosa Alderete et al.
Plant physiology and biochemistry : PPB, 151, 411-420 (2020-04-14)
Glycerophospholipids (GPLs) from cell membranes (CM) are a proper source for the synthesis of lipid messengers able to activate signal pathways that will define the plant survival under changing and stressful environmental conditions. Little is known about how GPLs metabolism
Y Chen et al.
Biochimica et biophysica acta, 1394(1), 57-64 (1998-10-10)
Group V phospholipase A2 (GV-PLA2) has been shown to be involved in signal transduction and inflammatory processes in cellular studies, but the physical and biochemical properties of this important enzyme have been unclear. We report the over-expression and characterization of
Md Abdullah Al Sazzad et al.
Biophysical journal, 117(1), 36-45 (2019-05-28)
Ceramide-1-phosphate is a minor sphingolipid with important functions in cell signaling. In this study, we examined the propensity of palmitoyl ceramide-1-phosphate (Cer-1P) to segregate laterally into ordered domains in different bilayer compositions at 23 and 37°C and compared this with
Zhixu Ni et al.
Scientific reports, 7(1), 15138-15138 (2017-11-11)
Oxidized phospholipids (oxPLs) have been recently recognized as important mediators of various and often controversial cellular functions and stress responses. Due to the low concentrations in vivo, oxPL detection is mostly performed by targeted mass spectrometry. Although significantly improving the sensitivity
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