Lysophosphatidylethanolamines, egg

Product NameLysophosphatidylethanolamines, egg
CAS97281-40-8
MF
MW0
EINECS306-540-6
MOL FileMol File

Chemical Properties

storage temp.	Store at -20°C
solubility	Chloroform: Soluble
form	A solid
color	White to off-white
InChI	1S/C23H48NO7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)29-20-22(25)21-31-32(27,28)30-19-18-24/h22,25H,2-21,24H2,1H3,(H,27,28)/t22-/m1/s1
InChIKey	BBYWOYAFBUOUFP-JOCHJYFZSA-N
SMILES	[H][C@@](COP([O-])(OCC[NH3+])=O)(OC(CCCCCCC/C=C\C/C=C\CCCCC)=O)COC(CCCCCCCCCCCCCCCCC)=O

Safety Information

WGK Germany	WGK 3
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

Usage And Synthesis

Description

Lysophosphatidylethanolamine (LPE) is a naturally-occurring lysophospholipid that can be generated via deacylation of phosphatidylethanolamine by phospholipase A₂ (PLA₂). It increases the phosphorylation of ERK1/2 in PC12 cells, an effect that can be blocked by the MEK inhibitors U-0126 and PD 98059 and the EGFR inhibitor AG-1478 . LPE also increases neurite outgrowth and expression of neurofilament M in PC12 cells. LPE inhibits the activity of phospholipase D (PLD) partially purified from cabbage. Lysophosphatidylethanolamines (egg) is a mixture of lysophosphatidylethanolamines isolated from chicken egg with fatty acyl groups of variable lengths at the sn-1 position and a hydroxy group at the sn-2 position.

Uses

Lysophosphatidylethanolamines, Egg is a natural Glycerophospholipid. Glycerophospholipids act as regulators of various enzyme activities, and can be used as biological markers to indicate pathological states.

Definition

ChEBI: 1-stearoyl-sn-glycero-3-phosphoethanolamine is a 1-acyl-sn-glycero-3-phosphoethanolamine in which the acyl group is specified as stearoyl. It has a role as a human metabolite. It is a 1-acyl-sn-glycero-3-phosphoethanolamine and a lysophosphatidylethanolamine 18:0. It is functionally related to an octadecanoic acid. It is a tautomer of a 1-stearoyl-sn-glycero-3-phosphoethanolamine zwitterion.

References

[1] ATSUYOSHI NISHINA. Lysophosphatidylethanolamine in Grifola frondosa as a neurotrophic activator via activation of MAPK.[J]. Journal of Lipid Research, 2006, 47 7: 1434-1443. DOI: 10.1194/jlr.m600045-jlr200
[2] KUMIKO MAKIDE . Emerging lysophospholipid mediators, lysophosphatidylserine, lysophosphatidylthreonine, lysophosphatidylethanolamine and lysophosphatidylglycerol[J]. Prostaglandins & other lipid mediators, 2009, 89 3: Pages 135-139. DOI: 10.1016/j.prostaglandins.2009.04.009
[3] S B RYU. Inhibition of phospholipase D by lysophosphatidylethanolamine, a lipid-derived senescence retardant.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1997, 94 23: 12717-12721. DOI: 10.1073/pnas.94.23.12717

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