1,2-DIPALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE

1,2-DIPALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
  • CAS No.:63-89-8
Other grades of this product :
1,2-DIPALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE Basic information
Product Name:1,2-DIPALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE
Synonyms:16:0 PC;1,2-DIPALMITOYL-SN-GLYCERO-3-PHOSPHORYLCHOLINE;1,2-DIPALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE;1,2-DIPALMITOYL-SN-GLYCERO-3-PHOSPHATIDYLCHOLINE;1,2-DIHEXADECANOYL-SN-GLYCERO-3-PHOSPHOCHOLINE;(R)-2,3-Bis(palMitoyloxy)propyl (2-(triMethylaMMonio)ethyl) phosphate;LIPOID PE 180/180-PEG;L-A-LECITHIN DIPALMITOYL
CAS:63-89-8
MF:C40H80NO8P
MW:734.04
EINECS:200-567-6
Product Categories:Amines;Fatty Acid Derivatives & Lipids;Glycerols;Intermediates & Fine Chemicals;Pharmaceuticals;Phosphorylating and Phosphitylating Agents
Mol File:63-89-8.mol
1,2-DIPALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE Chemical Properties
Melting point 229-229.5 °C
alpha D23 +6.6° (c = 4.2 in 1:1 chloroform-methanol)
storage temp. -20°C
solubility Chloroform (Slightly), Methanol (Slightly)
form Solid
color White to Off-White
Merck 14,2477
Stability:Stable. Incompatible with strong oxidizing agents.
InChIKeyKILNVBDSWZSGLL-KXQOOQHDSA-N
CAS DataBase Reference63-89-8(CAS DataBase Reference)
Safety Information
Safety Statements 24/25
WGK Germany 3
10-21
HS Code 29232000
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
1,2-DIPALMITOYL-SN-GLYCERO-3-PHOSPHOCHOLINE Usage And Synthesis
DescriptionDPPC, also known as 1,2-dipalmitoyl-sn-glycero-3-phosphatidylcholine, is a phospholipid containing the 16 carbon fatty acid/palmitic acid (16:0) at the sn-1 and sn-2 positions. It is commonly used in the generation of micelles, liposomes, and other types of artificial membranes. Due to the medium size of fatty acid chain, DLPC is used to form thinner membranes or lipid bilayers.
Chemical Propertieswhite powder
Uses1,2-dipalmitoyl-sn-glycero-3-phosphocholine is a major phospholipid constituent and primary surface tension lowering component of natural lung surfactant. Colfosceril Palmitate is used as pulmonary surfactant and diagnostic aid (fetal lung maturity).
Uses16:0 PC (DPPC) has been used in the generation of thymoquinone (TQ) liposomes, gold nanorods and calcium chloride encapsulated liposomes and bilayers for biophysical studies.
Uses16:0 PC (DPPC) is suitable for use:
  • in vesicle preparation
  • as the main phospholipid component for all ultrasound contrast agents (UCA) formulations
  • as a component for microbubble preparation
  • in the preparation of lipid bilayers
DefinitionChEBI: A phosphatidylcholine 32:0 in which the 1- and 2-acyl groups are specified as hexadecanoyl (palmitoyl). A synthetic phospholipid used in liposomes and lipid bilayers to study biological membranes. It is also a major constituent of pulmonary surfactants.
General DescriptionPhosphatidylcholine (PC) is a strong bilayer-forming lipid. It the most common phospholipid in mammalian membranes. It is also an important component of the mucosal layer of the colon.
Biochem/physiol ActionsPhosphatidylcholine (PC) functions as a surfactant within the mucus to form a hydrophobic surface to inhibit bacterial penetrance. It is used to treat fat embolism. Phosphatidylcholine lowers the levels of cholesterol and triglycerides.
Purification MethodsIt has three crystalline forms 1, 2 and ' which change at 60-70o and at 229o, respectively. In order to obtain a fine powder, ~2 g are dissolved in CHCl3 (15mL) and pet ether (b 35-60o) is added; the solution is evaporated to dryness in vacuo at <20o and then dried at 0.1mm over CaCl2. [Baer & Maurukas J Am Chem Soc 74 158 1952, Baer & Kates J Biol Chem 185 615 1950, Beilstein 4 IV 1463.]

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