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850758C

Avanti

18:0-18:1 PE

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

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:
12352211

assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 2.5 mL (850758C-25mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 850758C

concentration

10 mg/mL (850758C-25mg)

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), an abundant phospholipid in the inner mitochondrial membrane accounts for 15−25% of the total lipid in the cells of mammals.[1]

Application

1-stearoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine (18:0-18:1 PE) may be used:
  • as a component in monomolecular films to verify the formation and characterize the properties of domains[2]
  • 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[3]
  • in the preparation of liposomes[4]

Biochem/physiol Actions

Phosphatidylethanolamine (PE) participates in the initiation of autophagy.[1]

Packaging

5 mL Clear Glass Sealed Ampule (850758C-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_germany

WGK 3

flash_point_f

does not flash

flash_point_c

does not flash

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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)
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
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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