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Merck

846725C

Avanti

18:1 Lyso PE

Avanti Research™ - A Croda Brand

Synonym(s):

1--(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine; PE(18:1(9Z)/0:0)

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About This Item

Empirical Formula (Hill Notation):
C23H46NO7P
CAS Number:
89576-29-4
Molecular Weight:
479.59
UNSPSC Code:
51191904
NACRES:
NA.25

Key Documents

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Product Name

18:1 Lyso PE, 1-oleoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine, chloroform

InChI key

PYVRVRFVLRNJLY-MZMPXXGTSA-N

SMILES string

O[C@](COP([O-])(OCC[NH3+])=O)([H])COC(CCCCCCC/C=C\CCCCCCCC)=O

assay

>99% (LPE; may contain up to 10% of the 2-LPE isomer, TLC)

form

liquid

packaging

pkg of 1 × 2.5 mL (846725C-25mg), pkg of 2 × 20 mL (846725C-1g), pkg of 2 × 4 mL (846725C-200mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 846725C

concentration

10 mg/mL (846725C-25mg), 25 mg/mL (846725C-1g), 25 mg/mL (846725C-200mg)

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

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General description

Lyso-phosphatidylethanolamine (lysoPE) is a structural isomer which carries an oleic acid at the sn-1 position. This lipid occurs naturally.

Application

18:1 Lyso PE (1-oleoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine) has been used as a lipid standard in the optimization of the liquid chromatography−mass spectrometry (LC-MS) method conditions. It may be used to study its effects on [Ca2+]i in PC-12 neuronal cells, MDA-MB-231 and SK-OV3 cells.

Biochem/physiol Actions

Lyso-phosphatidylethanolamine (lysoPE) can serve as a substrate for SocA, the short-chain alcohol dehydrogenase. It helps to delay the senescence in the plant parts.

Packaging

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (846725C-1g)
5 mL Clear Glass Sealed Ampule (846725C-200mg)
5 mL Clear Glass Sealed Ampule (846725C-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 - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 Oral - STOT SE 3

target_organs

Liver,Kidney, Respiratory system

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 Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

67-66-3

CAS No.

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Soo-Jin Park et al.
Biomolecules & therapeutics, 22(2), 129-135 (2014-04-23)
Previously, we reported that lysophosphatidylethanolamine (LPE), a lyso-type metabolite of phosphatidylethanolamine, can increase intracellular Ca(2+) ([Ca(2+)]i) via type 1 lysophosphatidic acid (LPA) receptor (LPA1) and CD97, an adhesion G-protein-coupled receptor (GPCR), in MDA-MB-231 breast cancer cells. Furthermore, LPE signaling was
Kelly M Hines et al.
Chemistry and physics of lipids, 219, 15-22 (2019-01-21)
Our understanding of phospholipid biosynthesis in Gram-positive and Gram-negative bacteria is derived from the prototypical Gram-negative organism Escherichia coli. The inner and outer membranes of E. coli are largely composed of phosphatidylethanolamine (PE), minor amounts of phosphatidylglycerol (PG) and cardiolipin
Madhavi Avadhani et al.
Journal of bacteriology, 188(24), 8543-8550 (2006-10-10)
Short-chain alcohol dehydrogenases (SCADHs) synthesize a variety of intercellular signals and other chemically diverse products. It is difficult to predict the substrate of a SCADH on the basis of amino acid sequence homology, as the substrates are not known for
Svenja Bockelmann et al.
Journal of lipid research, 59(3), 515-530 (2018-01-19)
Ceramides are central intermediates of sphingolipid metabolism with dual roles as mediators of cellular stress signaling and mitochondrial apoptosis. How ceramides exert their cytotoxic effects is unclear and their poor solubility in water hampers a search for specific protein interaction
Mónica Narváez-Rivas et al.
Journal of chromatography. A, 1440, 123-134 (2016-03-02)
The goal of untargeted lipidomics is to have high throughput, yet comprehensive and unambiguous identification and quantification of lipids. Novel stationary phases in LC separation and new mass spectrometric instruments capable of high mass resolving power and faster scanning rate

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