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1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine Basic information
Product Name: 1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine
Synonyms: dipalmitoyl;L-β,γ-Dipalmitoyl-α-cephalin;(R)-1-[[[(2-aminoethoxy)hydroxyphosphinoyl]oxy]methyl]ethane-1,2-diyl dihexadecanoate;Hexadecanoic acid, (1R)-1-(2-aminoethoxy)hydroxyphosphinyloxymethyl-1,2-ethanediyl ester;GPEtn(16:0/16:0)[U];beta,gamma-dipalmitoyl-alpha-cephalin;1,2-Dihexadecanoyl-sn-glycero-3-phosphoethanolamine, 3-sn-Phosphatidylethanolamine, 1,2-dipalmitoyl, L-α-Phosphatidylethanolamine, dipalmitoyl, L-β,γ-Dipalmitoyl-α-cephalin;(+)-2-[[(R)-1-O,2-O-Dipalmitoyl-L-glycero-3-phospho]oxy]ethanamine
CAS: 923-61-5
MF: C37H74NO8P
MW: 691.97
EINECS: 213-097-1
Product Categories:
Mol File: 923-61-5.mol
1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine Structure
1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine Chemical Properties
Melting point 195.0 to 199.0 °C
Boiling point 723.6±70.0 °C(Predicted)
density 1.010±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility Methanol (Slightly)
form Solid
pka 1.17±0.50(Predicted)
color White to Off-White
BRN 1730601
InChIKey SLKDGVPOSSLUAI-BSICABFTNA-N
SMILES [C@H](COP(O)(=O)OCCN)(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC |&1:0,r|
Safety Information
WGK Germany 3
HS Code 29232000
MSDS Information
Provider Language
SigmaAldrich English
1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine Usage And Synthesis
Description 1,2-Dipalmitoyl-sn-glycero-3-PE (1,2-DPPE) is a naturally occurring PE containing C16:0 fatty acids at the sn-1 and sn-2 positions. It belongs to a class of phospholipids that are the most abundant lipids in the inner leaflet of the plasma membrane. 1,2-DPPE interacts with cholesterol to form a condensed lipid monolayer with tight hydrogen bonding of the 1,2-DPPE interheadgroups, resulting in a more fluid membrane that may aid in transport and signaling across the bilayer.
1,2-Dipalmitoyl-sn-glycero-3-PE MaxSpec® standard is a quantitative grade standard of 1,2-dipalmitoyl-sn-glycero-3-PE that has been prepared specifically for mass spectrometry and related applications where quantitative reproducibility is required. The solution has been prepared gravimetrically and is supplied in a deactivated glass ampule sealed under argon. The concentration was verified by comparison to an independently prepared calibration standard. This 1,2-dipalmitoyl-sn-glycero-3-PE MaxSpec® standard is guaranteed to meet identity, purity, stability, and concentration specifications and is provided with a batch-specific certificate of analysis. Ongoing stability testing is performed to ensure the concentration remains accurate throughout the shelf life of the product. Note: The amount of solution added to the vial is in excess of the listed amount. Therefore, it is necessary to accurately measure volumes for preparation of calibration standards. Follow recommended storage and handling conditions to maintain product quality.
Uses 1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine is used in model membrane .
Uses 16:0 PE has been used:
for the preparation of perfluorocarbon (PFC) nanoparticles
for lipid binding by liposome flotation assays
to characterize the metabolic fate of synaptamide in a dopaminergic cell line
Application 1,2-Dipalmitoyl-sn-glycero-3-phosphorylethanolamine used in the synthesis ultra-thin membranes to facilitate the transfer of islets of Langerhans in the attenuation of early graft loss in avoidance of immunosuppressive therapy. Also used in the synthesis of immunoliposomes containing TAT cells for tumor cell internalization and cytotoxicity.
Definition ChEBI: 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine is a 1,2-diacyl-sn-glycero-3-phosphoethanolamine in which the 1- and 2-acyl groups are both specified as hexadecanoyl (palmitoyl). It has a role as a mouse metabolite. It is functionally related to a hexadecanoic acid. It is a tautomer of a 1,2-dihexadecanoyl-sn-glycero-3-phosphoethanolamine zwitterion.
General Description Phosphatidylethanolamine is an aminophospholipid. It is present in eukaryotic and prokaryotic cells. Phosphatidylethanolamine is one of the most abundant glycerophospholipids in biological membranes. It is found in nervous tissue.
Biochem/physiol Actions 1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine is a phospholipid, a lipid component in cell membrane .
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