CAS 5681-36-7

Dipalmitoylphosphatidylethanolamine

Description:

Dipalmitoylphosphatidylethanolamine (DPPE) is a phospholipid characterized by its dual palmitic acid (C16:0) fatty acid chains attached to a glycerol backbone, along with a phosphoethanolamine head group. This amphiphilic molecule exhibits both hydrophilic and hydrophobic properties, making it a crucial component in biological membranes, particularly in the formation of lipid bilayers. DPPE is known for its role in membrane fusion and stability, often utilized in drug delivery systems and liposome formulations due to its ability to encapsulate therapeutic agents. The substance is typically found in a solid state at room temperature, with a melting point that reflects its saturated fatty acid composition. Additionally, DPPE is recognized for its biocompatibility and low toxicity, which are essential for pharmaceutical applications. Its structural characteristics contribute to its function in cellular processes, including membrane dynamics and signaling pathways. Overall, DPPE is a significant compound in biochemistry and pharmaceutical sciences, facilitating various applications in drug formulation and delivery.

Formula: C₃₇H₇₄NO₈P

InChI: InChI=1S/C37H74NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38)46-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h35H,3-34,38H2,1-2H3,(H,41,42)

InChI key: InChIKey=SLKDGVPOSSLUAI-UHFFFAOYSA-N

SMILES: C(OC(CCCCCCCCCCCCCCC)=O)(COC(CCCCCCCCCCCCCCC)=O)COP(OCCN)(=O)O

Synonyms:

• (.+-.)-1-[[[(2-Aminoethoxy)Hydroxyphosphinoyl]Oxy]Methyl]Ethane-1,2-Diyl Bishexadecanoate
• (.+-.)-1-[[[(2-Aminoethoxy)hydroxyphosphinoyl]oxy]methyl]ethan-1,2-diylbishexadecanoat
• 1,2-Dipalmitoryl-sn-glycero-3-phosphoethanolamine
• 1,2-Dipalmitoyl glycerylphosphorylethanolamine
• 1,2-Dipalmitoyl-3-<span class="text-smallcaps">DL</span>-glycerylphosphorylethanolamine
• 1,2-Dipalmitoyl-3-DL-glycerylphosphorylethanolamine
• 1,2-Dipalmitoyl-<span class="text-smallcaps">D</smallcap><smallcap>L</span>-3-glycerophosphatidylethanolamine
• 1,2-Dipalmitoyl-<span class="text-smallcaps">DL</span>-phosphatidylethanolamine
• 1,2-Dipalmitoyl-DL-3-glycerophosphatidylethanolamine
• 1,2-Dipalmitoyl-DL-phosphatidylethanolamine
• 1,2-Dipalmitoyl-rac-glycero-3-phosphoethanolamine
• 1,2-Dipalmitoyl-rac-glycerophosphoethanolamine
• 1,2-Dipalmitoylphosphatidylethanolamine
• 3-(((2-Aminoethoxy)(hydroxy)phosphoryl)oxy)propane-1,2-diyl dipalmitate
• <span class="text-smallcaps">D</smallcap><smallcap>L</span>-Dipalmitoylphosphatidylethanolamine
• <span class="text-smallcaps">DL</span>-α-Cephalin dipalmitate
• <span class="text-smallcaps">DL</span>-α-Dipalmitoylphosphatidylethanolamine
• Bishexadecanoate De (.+-.)-1-[[[(2-Aminoethoxy)Hydroxyphosphinoyl]Oxy]Methyl]Ethane-1,2-Diyle
• Bishexadecanoato De (.+-.)-1-[[[(2-Aminoetoxi)Hidroxifosfinoil]Oxi]Metil]Etano-1,2-Diilo
• DL-Dipalmitoylphosphatidylethanolamine
• DL-α-Cephalin dipalmitate
• DL-α-Dipalmitoylphosphatidylethanolamine
• Dipalmitoyl cephalin
• Dipalmitoylphosphatidylethanolamine
• Dppe
• Ethanol, 2-amino-, dihydrogen phosphate (ester), monoester with 1,2-dipalmitin, <span class="text-smallcaps">DL</span>-
• Hexadecanoic acid, 1,1'-[1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl] ester
• Hexadecanoic acid, 1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl ester
• Palmitin, 1,2-di-, 2-aminoethyl hydrogen phosphate, <span class="text-smallcaps">DL</span>-
• Palmitin, 1,2-di-, 2-aminoethyl hydrogen phosphate, DL-
• Palmitin, 1,2-di-, phosphate, 2-aminoethyl ester, dl-
• α-Cephalin, β,γ-dipalmitoyl-
• β,γ-Dipalmitoyl-<span class="text-smallcaps">DL</span>-α-cephalin

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

Controlled Product

CAS: 5681-36-7

Applications 1,2-Dipalmitoyl-rac-glycero-3-phosphoethanolamine is a long chain fatty acid, acting as a luminescence marker. Is used in enhancing radiotherapy for cancer treatment
References Dotsikas, Y. et al.: Anal. Sci., 28, 753 (2012); Choi, J. et al.: J. Nanomet., 8, 863704, (2012);

Formula: C₃₇H₇₄NO₈P

Color and Shape: Neat

Molecular weight: 691.96

Ref: TR-D486820

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

CAS: 5681-36-7

1,2-Dipalmitoyl-rac-glycero-3-phosphoethanolamine (DPPE) is a phospholipid that is commonly used in the formation of monolayers and bilayers. It is composed of two long hydrocarbon chains, dipalmitoyl and glycero, linked to a phosphate group and an ethanolamine headgroup. DPPE is known for its ability to form liposomes, which are spherical vesicles made up of a bilayer of phospholipids. These liposomes can be used to encapsulate drugs or other molecules and can be used as delivery vehicles for therapeutic agents. The transition from monolayer to bilayer occurs when the concentration of DPPE reaches a certain level. This transition is also affected by the presence of other lipids such as phosphatidylcholine or cholesterol, which can affect the structure and stability of the membrane bilayers.

Formula: C₃₇H₇₄NO₈P

Color and Shape: Powder

Molecular weight: 691.98 g/mol

Ref: 3D-FD162266