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01991

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
PubChem Substance ID:
329747382
UNSPSC Code:
51191904
NACRES:
NA.85
EC Number:
247-894-0
MDL number:
MFCD00042829
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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

Biochem/physiol Actions

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG0855
BCCD6318
BCBV6370
BCCB4516
BCBW5830

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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.
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Global Trade Item Number

SKUGTIN
213012-1G04061826671313
213012-5G04061838772565
01991-100MG04061838611833
01991-500MG04061838611840