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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))

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About This Item

Empirical Formula (Hill Notation):
C41H80NO8P
CAS Number:
6418-95-7
Molecular Weight:
746.05
UNSPSC Code:
51191904
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

lipid type

cardiolipins
phospholipids

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

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

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Description
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Storage Class

11 - Combustible Solids

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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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)
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
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
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
Marco M Manni et al.
eLife, 7 (2018-03-16)
Phospholipid membranes form cellular barriers but need to be flexible enough to divide by fission. Phospholipids generally contain a saturated fatty acid (FA) at position sn1 whereas the sn2-FA is saturated, monounsaturated or polyunsaturated. Our understanding of the impact of
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