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Merck
CN

P5203

Sigma-Aldrich

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

lyophilized powder

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:
12352211
PubChem Substance ID:
24898609

Key Documents

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form

lyophilized powder

functional group

amine

shipped in

ambient

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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Packaging

Packaged under Argon.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
105H8416
096H8356
075H8446
044H8416

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Kerstin Weiss et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 13(4), 990-1000 (2012-01-19)
We present an overview of the application of dual-focus fluorescence correlation spectroscopy (2f-FCS) for the measurement of diffusion coefficients within free-standing lipid membranes. The first part gives a detailed theoretical analysis of the expected performance of 2f-FCS, in particular about
Victor Vivcharuk et al.
The journal of physical chemistry. B, 115(49), 14704-14712 (2011-11-03)
Molecular dynamics (MD) simulations are used to study the pathway for the insertion of the cationic antimicrobial peptide protegrin-1 (PG1) into mixed anionic lipid bilayers composed of palmitoyl-oleoyl-phosphatidylglycerol (POPG) and palmitoyl-oleoyl-phosphatidylethanolamine (POPE) in a 1:3 ratio (POPG/POPE). We calculate the
Kunal R Pandit et al.
Biochimica et biophysica acta, 1818(5), 1205-1210 (2012-01-26)
Nearly all molecular dynamics simulations of bacterial membranes simplify the lipid bilayer by composing it of only one or two lipids. Previous attempts of developing a model E. coli membrane have used only 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine (POPE) and (1-palmitoyl-2-oleoyl-sn-glycero-3-phosphoglycerol) POPG lipids. However
Carola I E von Deuster et al.
Biochimica et biophysica acta, 1818(9), 2192-2201 (2012-05-23)
An important feature of antimicrobial peptides is their ability to distinguish pro- from eukaryotic membranes. In vitro experiments on the antimicrobial peptide NK-2 indicate that the discrimination between zwitterionic phosphatidylethanolamine lipids exposed by prokaryotes and phosphatidylcholine lipids exposed by eukaryotes
Åge A Skjevik et al.
The journal of physical chemistry. B, 116(36), 11124-11136 (2012-08-25)
Accurate simulation of complex lipid bilayers has long been a goal in condensed phase molecular dynamics (MD). Structure and function of membrane-bound proteins are highly dependent on the lipid bilayer environment and are challenging to study through experimental methods. Within
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