1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine
  • CAS No.:4004-05-1
Other grades of this product :
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine Basic information
Product Name:1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine
Synonyms:3-SN-PHOSPHATIDYLETHANOLAMINE, 1,2-DIDEOYL;1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHOETHANOLAMINE;1,2-DI([CIS]-9-OCTADECENOYL)-SN-GLYCERO-3-PHOSPHOETHANOLAMINE;18:1 PE;L-ALPHA-PHOSPHATIDYLETHANOLAMINE, DIOLEOYL;L-ALPHA-PHOSPHATIDYLETHANOLAMINE, DIOLEOYL (C18:1,[CIS]-9);L-BETA,GAMMA-DIOLEOYL-ALPHA-CEPHALIN;DIOLEOYL PHOSPHATIDYL ETHANOLAMINE
CAS:4004-05-1
MF:C41H78NO8P
MW:744.05
EINECS:200-663-8
Product Categories:
Mol File:4004-05-1.mol
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine Chemical Properties
Melting point 200°C(lit.)
Boiling point 759.2±70.0 °C(Predicted)
density 1.008±0.06 g/cm3(Predicted)
storage temp. -20°C
form lyophilized powder
pka1.17±0.50(Predicted)
color White to Light yellow
BRN 1718431
Safety Information
Hazard Codes Xn
Risk Statements 22-38-40-48/20/22-67-36/38-20-63
Safety Statements 36/37-26
RIDADR UN 1888 6.1/PG 3
WGK Germany 3
8-10-23
HS Code 29232000
MSDS Information
ProviderLanguage
SigmaAldrich English
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine Usage And Synthesis
Description1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) is a neutral phospholipid and displays sensitivity towards pH change and has been used in the preparation of liposome and giant unilamellar vesicles (GUVs).Phosphatidylethanolamine (PE) is formed primarily in the reaction of CDP-ethanolamine and diacylglycerol. PE is one of the major components of cell membranes in bacteria and in nervous system.
Chemical PropertiesYellowish wax
Uses1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) forms heterogenous liposomes with N-[1-(2,3-dioleoyloxy)propyl]-N,N,N-trimethylammonium methylsulfate (DOTAP), which are used as delivery vehicles for therapeutic agents.
Uses1,2-Dioleoyl-sn-glycero-3-phosphatidylethanolamine (DOPE) is a synthetic analog of naturally-occurring PE containing 18:1 fatty acids at the sn-1 and sn-2 positions. DOPE can be used as an emulsifier to facilitate DNA-liposome complex transport across membranes. It is used in combination with cationic phospholipids to increase efficiency during DNA transfection studies as a non-viral method of gene delivery.
Uses18:1 (Δ9-Cis) PE (DOPE) has been used in the preparation of liposome for human uncoupling protein 1 (UCP1) reconstitution and for Caenorhabditis elegans autophagy related cysteine protease protein conjugation studies. It has also been used for the generation of giant unilamellar vesicles (GUVs) for septin induced deformation studies.
DefinitionChEBI: Dioleoyl phosphatidylethanolamine is a phosphatidylethanolamine in which the phosphatidyl acyl groups are both oleoyl.
General Description1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (18:1 (Δ9-Cis) PE (DOPE)) is a neutral phospholipid and displays sensitivity towards pH change. At acidic it is an inverted hexagonal micelle and transforms to spherical micelle at alkaline pH.
Biological ActivityDOPE in mixed membranes have been found to decrease fluorescence lifetime and increase acyl-chain order. DOPE is an essential component of cationic liposomes designed to deliver DNA into gliosarcoma and kidney cell lines (gene therapy).
Biochem/physiol ActionsDOPE in mixed membranes have been found to decrease fluorescence lifetime and increase acyl-chain order. DOPE is an essential component of cationic liposomes designed to deliver DNA into gliosarcoma and kidney cell lines (gene therapy).
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine Preparation Products And Raw materials

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