1,2-Dipalmitoyl-sn-glycero-3-phosphoethanolamine

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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 .