Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C41H81NO8P.Na |
| Molecular Weight | 770.0473 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCCN)OC(=O)CCCCCCCCCCCCCCCCC
InChI
InChIKey=UZRCZWUJHJVEFD-DRRLCDGFSA-M
InChI=1S/C41H82NO8P.Na/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;/h39H,3-38,42H2,1-2H3,(H,45,46);/q;+1/p-1/t39-;/m1./s1
DescriptionCurator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/16860597 | http://www.sciencedirect.com/science/article/pii/000930847890018X | https://www.ncbi.nlm.nih.gov/pubmed/20434558
Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/16860597 | http://www.sciencedirect.com/science/article/pii/000930847890018X | https://www.ncbi.nlm.nih.gov/pubmed/20434558
1,2-Distearoyl-sn-glycero-3-Phosphoethanolamine is the phospholipid, containing the saturated long-chain stearic acid inserted at the sn-1 and sn-2 positions, that used for the generation of micelles and liposomes. Polyethylene glycol (PEG)-modified 1,2-Distearoyl-sn-glycero-3-Phosphoethanolamine (DSPE–PEG), which forms sterically stabilized micelles, is widely used as a lipid-based nanocarrier for drug delivery PEG-DSPE block copolymers are biocompatible and amphiphilic polymers that can be utilized in the preparation of liposomes, polymeric nanoparticles, polymer hybrid nanoparticles, solid lipid nanoparticles, lipid-polymer hybrid nanoparticles, and microemulsions. Particularly, the terminal groups of PEG can be activated and linked to various targeting ligands, which can prolong the circulation time, improve the drug bioavailability, reduce undesirable side effects, and especially target specific cells, tissues, and even the intracellular localization in organelles.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Selective protein interactions with phosphatidylserine containing liposomes alter the steric stabilization properties of poly(ethylene glycol). | 2001 Feb 9 |
|
| A chemical sensor for the liquid-ordered phase. | 2005 Jun 22 |
|
| Rapid modification of retroviruses using lipid conjugates. | 2009 Feb 11 |
|
| Kinetics and thermodynamics of flip-flop in binary phospholipid membranes measured by sum-frequency vibrational spectroscopy. | 2009 Nov 3 |
|
| PEGylated Adenoviruses: From Mice to Monkeys. | 2010 Feb |
Patents
Sample Use Guides
Liposomes of 1,2-Distearoyl-sn-glycero-3-Phosphoethanolamine and other membrane composition were prepared by the thin-film hydration method. Lipids were dissolved in a chloroform/methanol mixture (9/1 v/v) at 60 C and rotary evaporated to dryness under vacuum for 6 h. The resulting dried lipid films were hydrated with a 300 mM ammonium sulphate solution for 2 h followed by three freeze–thaw cycles in a dry ice/acetone/methanol mixture and water, respectively. The liposomes at a lipid concentration of 20 mg/ml were downsized by stepwise extrusion (Lipex extruder, Biomembrane Inc., Vancouver B.C., Canada) through Nucleopore polycarbonate filters with pore sizes of 800, 400, 200, 100 and 80 nm. Doxorubicin was remote loaded into liposomes using an ammonium sulphate transmembrane gradient
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677741-94-5
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PARENT (SALT/SOLVATE)
SUBSTANCE RECORD
