850758P

Avanti

18:0-18:1 PE

1-stearoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine, powder

Synonym(s):
1-octadecanoyl-2--(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine; SOPE; PE(18:0/18:1(9Z))
Empirical Formula (Hill Notation):
C41H80NO8P
CAS Number:
Molecular Weight:
746.05
NACRES:
NA.25

assay

>99% (TLC)

form

powder

packaging

pkg of 2 × 100 mg (850758P-200mg)
pkg of 1 × 25 mg (850758P-25mg)

manufacturer/tradename

Avanti Polar Lipids 850758P

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C21H14Cl2N2O2/c1-12-8-9-18-17(10-12)25-21(27-18)13-4-2-5-14(11-13)24-20(26)15-6-3-7-16(22)19(15)23/h2-11H,1H3,(H,24,26)

InChI key

GKFNHDBVWFEZCJ-UHFFFAOYSA-N

General description

Phosphatidylethanolamine (PE) is a glycerophospholipid.

Application

1-stearoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine (18:0-18:1 PE) may be used:
  • as a component in monomolecular films domain formation and characterization
  • in the synthesis of mixed acyl chain 7-nitrobenz-2-oxa-1,3-diazol-4-yl-diacyl-sn-glycero-3-phosphoethanolamine (N-NBD-PE) and (N-lissamine rhodamine B sulfonyl)-diacyl-sn-glycero-3-phosphoethanolamine (N-Rh-PE) probes
  • in the preparation of liposomes

Biochem/physiol Actions

Phosphatidylethanolamine (PE) serves as a lipid chaperon. It is known to participate in the initiation of autophagy.

Packaging

5 mL Clear Glass Sealed Ampule (850758P-25mg)
5 mL Clear Glass Sealed Ampule (850758P-200mg)

storage_class_code

13 - Non Combustible Solids

Certificate of Analysis

Certificate of Origin

W Stillwell et al.
Chemistry and physics of lipids, 104(2), 113-132 (2000-02-11)
A major problem in defining biological membrane structure is deducing the nature and even existence of lipid microdomains. Lipid microdomains have been defined operationally as heterogeneities in the behavior of fluorescent membrane probes, particularly the fluorescence resonance energy transfer (FRET)...
Paweł Wydro et al.
Biochimica et biophysica acta, 1828(6), 1415-1423 (2013-02-13)
In this work the properties of monomolecular films composed of 1-stearoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine (SOPE) and cholesterol, differing in lipid proportion, were investigated in the context of domain formation in the inner leaflet of membrane. To perform comprehensive analysis of the studied model...
Federica Gibellini et al.
IUBMB life, 62(6), 414-428 (2010-05-27)
The glycerophospholipids phosphatidylcholine (PC) and phosphatidylethanolamine (PE) account for greater than 50% of the total phospholipid species in eukaryotic membranes and thus play major roles in the structure and function of those membranes. In most eukaryotic cells, PC and PE...
Dhaval Patel et al.
Oxidative medicine and cellular longevity, 2017, 4829180-4829180 (2017-08-09)
Phosphatidylethanolamine (PE) is the second most abundant phospholipid in mammalian cells. PE comprises about 15-25% of the total lipid in mammalian cells; it is enriched in the inner leaflet of membranes, and it is especially abundant in the inner mitochondrial...
Jone Garate et al.
Journal of the American Society for Mass Spectrometry, 31(3), 517-526 (2020-03-05)
Imaging mass spectrometry (IMS) is becoming an essential technique in lipidomics. Still, many questions remain open, precluding it from achieving its full potential. Among them, identification of species directly from the tissue is of paramount importance. However, it is not...

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