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850797C

Avanti

22:6 PE

1,2-didocosahexaenoyl-sn-glycero-3-phosphoethanolamine, chloroform

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Synonym(s):
1,2-di-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphoethanolamine; PE(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) ; 110931
Empirical Formula (Hill Notation):
C49H74NO8P
CAS Number:
123284-81-1
Molecular Weight:
836.09
UNSPSC Code:
12352211
NACRES:
NA.25

Assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 2.5 mL (850797C-25mg)

manufacturer/tradename

Avanti Polar Lipids 850797C

concentration

10 mg/mL (850797C-25mg)

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C49H74NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-39-41-48(51)55-45-47(46-57-59(53,54)56-44-43-50)58-49(52)42-40-38-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5-8,11-14,17-20,23-26,29-32,35-38,47H,3-4,9-10,15-16,21-22,27-28,33-34,39-46,50H2,1-2H3,(H,53,54)/b7-5-,8-6-,13-11-,14-12-,19-17-,20-18-,25-23-,26-24-,31-29-,32-30-,37-35-,38-36-/t47-/m1/s1

InChI key

RBDNSJMXMWTPCS-NYUVKXDYSA-N

General description

22:6 PE is a polyunsaturated homoacid. Phosphatidylethanolamine (PE) is a membrane phospholipid. The types of PE depends on the combination of free fatty acids on the α and β position. 22:6 PE denotes the length of the carbon chain:degree of unsaturation in the PE.

Application

22:6 PE has been used as a standard for the optimization of liquid chromatography-mass spectrometry (LC/MS) conditions and to detect the serum antiphosphatidylethanolamine (aPE) antibodies from patients using enzyme linked immunosorbent assay (ELISA). It is suitable for use in testing the effect of increasing acyl chain unsaturation on phase separation from the lipid raft molecules spingomyelin (SM) and cholesterol (CHOL).

Biochem/physiol Actions

Phosphatidylethanolamine (PE) plays a key role in membrane fusion, cell cycle, autophagy, apoptosis, and cognitive function.

Packaging

5 mL Clear Glass Sealed Ampule (850797C-25mg)

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, Liver,Kidney

WGK

WGK 3

Regulatory Information

易制毒化学品（2类）
危险化学品

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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Acyl chain unsaturation in PEs modulates phase separation from lipid raft molecules
Shaikh SR, et al.
Biochemical and Biophysical Research Communications, 311(3), 793-796 (2003)
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)
Diarachidonoylphosphoethanolamine induces necrosis/necroptosis of malignant pleural mesothelioma cells
Kaku Y, et al.
Cellular Signalling, 27(9), 1713-1719 (2015)
Comprehensive untargeted lipidomic analysis using core-shell C30 particle column and high field orbitrap mass spectrometer
Narvaez-Rivas M and Zhang Q
Journal of Chromatography A, 1440, 123-134 (2016)
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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