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01991

Sigma-Aldrich

2-Oleoyl-1-palmitoyl-sn-glycero-3-phosphoethanolamine

≥95% (TLC)

Synonym(s):

1-Hexadecanoyl-2-(cis-9-octadecenoyl)-sn-glycero-3-phosphoethanolamine, 1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine, 3-sn-Phosphatidylethanolamine, 2-Oleoyl-1-palmitoyl, L-β-Oleoyl-γ-palmitoyl-α-cephalin, POPE

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About This Item

Linear Formula:
C39H76NO8P
CAS Number:
26662-94-2
Molecular Weight:
718.00
EC Number:
247-894-0
MDL number:
MFCD00042829
UNSPSC Code:
51191904
PubChem Substance ID:
329747382
NACRES:
NA.85

Quality Level

100

Assay

≥95% (TLC)

form

solid

functional group

amine

lipid type

phosphoglycerides

storage temp.

−20°C

SMILES string

CCCCCCCCCCCCCCCC(=O)OCC(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C\CCCCCCCC

InChI

1S/C39H76NO8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,37H,3-16,19-36,40H2,1-2H3,(H,43,44)/b18-17+

InChI key

FHQVHHIBKUMWTI-ISLYRVAYSA-N

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Biochem/physiol Actions

Lipid effects on the topography of membrane-associated hydrophobic helices, membrane targeting by the GRP1 PH domain.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Ju He et al.
Journal of lipid research, 49(8), 1807-1815 (2008-05-13)
The general receptor for phosphoinositides isoform 1 (GRP1) is recruited to the plasma membrane in response to activation of phosphoinositide 3-kinases and accumulation of phosphatidylinositol 3,4,5-trisphosphate [PtdIns(3,4,5)P(3)]. GRP1's pleckstrin homology (PH) domain recognizes PtdIns(3,4,5)P(3) with high specificity and affinity, however
Khurshida Shahidullah et al.
Journal of molecular biology, 379(4), 704-718 (2008-05-16)
To investigate the effect of lipid structure upon the membrane topography of hydrophobic helices, the behavior of hydrophobic peptides was studied in model membrane vesicles. To define topography, fluorescence and fluorescence quenching methods were used to determine the location of
R Willumeit et al.
Journal of materials science. Materials in medicine, 18(2), 367-380 (2007-02-27)
Bio-interfaces such as bio-membranes are of outmost importance for a variety of live processes. Among them are cell-interactions which take place in, on or through cell membranes. Therefore we propose to cover metallic surfaces with phospholipids to facilitate cell-material interaction.
Hui-Hsu Gavin Tsai et al.
Biochimica et biophysica acta, 1838(6), 1529-1535 (2014-01-29)
Membrane fusion is essential for intracellular trafficking and virus infection, but the molecular mechanisms underlying the fusion process remain poorly understood. In this study, we employed all-atom molecular dynamics simulations to investigate the membrane fusion mechanism using vesicle models which
Y Murakami et al.
Cell death and differentiation, 21(11), 1746-1757 (2014-07-19)
The CD300 receptor family members are a group of molecules that modulate a variety of immune cell processes. We show that mouse CD300b (CLM7/LMIR5), expressed on myeloid cells, recognizes outer membrane-exposed phosphatidylserine (PS) and does not, as previously reported, directly
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