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850797C

Avanti

22:6 PE

Avanti Research™ - A Croda Brand

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

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About This Item

Empirical Formula (Hill Notation):
C49H74NO8P
CAS Number:
123284-81-1
Molecular Weight:
836.09
UNSPSC Code:
12352211
NACRES:
NA.25
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Product Name

22:6 PE, 1,2-didocosahexaenoyl-sn-glycero-3-phosphoethanolamine, chloroform

assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 2.5 mL (850797C-25mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 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)

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 - 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

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 Information

易制毒化学品（2类）
危险化学品

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Diarachidonoylphosphoethanolamine induces necrosis/necroptosis of malignant pleural mesothelioma cells
Kaku Y, et al.
Cellular Signalling, 27(9), 1713-1719 (2015)
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)
View All Related Papers

Global Trade Item Number

SKUGTIN
850797C-25MG04061835227518