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852804C

Avanti

C18(Plasm)-20:4 PE

1-(1Z-octadecenyl)-2-arachidonoyl-sn-glycero-3-phosphoethanolamine, chloroform

Synonym(s):

1-O-1′-(Z)-octadecenyl-2--(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphoethanolamine; GPEtn(18:0p/20:4(5Z,8Z,11Z,14Z))

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About This Item

Empirical Formula (Hill Notation):
C43H78NO7P
CAS Number:
144371-69-7
Molecular Weight:
752.06
UNSPSC Code:
51191904
NACRES:
NA.25

Assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 5 mL (852804C-5mg)

manufacturer/tradename

Avanti Polar Lipids 852804C

concentration

1 mg/mL (852804C-5mg)

lipid type

cardiolipins
phospholipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[O-]P(OCC[NH3+])(OC[C@]([H])(OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)CO/C=C\CCCCCCCCCCCCCCCC)=O

General description

C18(Plasm)-20:4 PE are plasmenylethanolamines that contains arachidonic acid. Plasmalogens, in general, contain a vinyl-ether linkage at the sn-1 position and at sn-2 position it is highly enriched with polyunsaturated fattyacid, specifically, arachidonic acid (AA).

Application

C18(Plasm)-20:4 PE has been used in the preparation of 2-arachidonic acid-lysophosphatidylethanolamine (2-AA-LPE). It has also been used in the synthesis of biotinylated analyte standard for reverse phase-high performance liquid chromatography (HPLC)-electrospray ionization-mass spectroscopy.

Biochem/physiol Actions

Plasmalogens are phospholipids, essential for cell function and signaling. Plasmalogens influences membrane structure and molecular dynamics, contributes to the functioning of integral membrane proteins. It plays an important role in the release of membrane fatty acid for signaling upon cell stimulation.

Packaging

30 mL Amber Narrow Mouth Glass Bottle with Screw Cap (852804C-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

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Description
Pricing

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

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

Storage Class Code

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.

EU REACH Annex XVII (Restriction List)

CAS No.

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’.

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Identification and quantification of aminophospholipid molecular species on the surface of apoptotic and activated cells
Thomas CP, et al.
Nature Protocols, 9(1), 51-51 (2014)
Cytochrome c is an oxidative stress-activated plasmalogenase that cleaves plasmenylcholine and plasmenylethanolamine at the sn-1 vinyl ether linkage
Jenkins CM, et al.
The Journal of Biological Chemistry, 293(22), 8693-8709 (2018)

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