Identification | Back Directory | [Name]
1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHOETHANOLAMINE | [CAS]
4004-05-1 | [Synonyms]
DOPE 18:1 PE PE(18:1(9Z)/18:1(9Z)) COATSOME ME-8181 (DOPE) L-β,γ-Dioleoyl-α-cephalin 18:1 (Delta9-Cis) PE (DOPE) 1,2-Dioleoyl-sn-glycero-3-PE Dioleoyl phosphoethanolamine DIOLEOYL PHOSPHATIDYL ETHANOLAMINE L-BETA,GAMMA-DIOLEOYL-ALPHA-CEPHALIN L-A-PHOSPHATIDYLETHANOLAMINE, DIOLEO L-A-phosphatidylethanolamine dioleoyl L-α-Phosphatidylethanolamine, dioleoyl 1,2-Dioleoyl-3-sn-phosphatidylethanolamine L-ALPHA-PHOSPHATIDYLETHANOLAMINE, DIOLEOYL 3-SN-PHOSPHATIDYLETHANOLAMINE, 1,2-DIDEOYL 1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHOETHANOLAMINE dioleoyl-sn-glycero-3-phosphoethanolamine(DOPE) 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine 98+% 1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHOETHANOLAMINE, >99% 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine, DOPE 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine O-(1-O,2-O-Dioleoyl-L-glycero-3-phospho)-2-aminoethanol 1,2-Di(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine 1,2-Dioleoyl-sn-glycero-3-phosphatidylethanolamine (DOPE) 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine≥ 98% (HPTLC) 1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHO-ETHA-N OLAMINE, 10 MG/ML L-ALPHA-PHOSPHATIDYLETHANOLAMINE, DIOLEOYL (C18:1,[CIS]-9) 2-Aminoethyl (R)-2,3-bis(oleoyloxy)propyl hydrogen phosphate 1,2-DI([CIS]-9-OCTADECENOYL)-SN-GLYCERO-3-PHOSPHOETHANOLAMINE (+)-1-O,2-O-Dioleoyl-L-glycerol 3-(phosphoric acid 2-aminoethyl) ester Phosphoric acid hydrogen (2-aminoethyl)[(2R)-2,3-bis(oleoyloxy)propyl] ester 3-sn-Phosphatidylethanolamine, 1,2-dideoyl, L-β,γ-Dioleoyl-α-cephalin, DOPE (9Z)-9-Octadecenoic acid (1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl ester 9-Octadecenoic acid (9Z)-, 1,1'-[(1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl] ester | [EINECS(EC#)]
200-663-8 | [Molecular Formula]
C41H78NO8P | [MDL Number]
MFCD00057986 | [MOL File]
4004-05-1.mol | [Molecular Weight]
744.03 |
Chemical Properties | Back Directory | [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
| [solubility ]
DMSO: 31.25 mg/mL (42.00 mM) | [form ]
lyophilized powder
| [pka]
1.17±0.50(Predicted) | [color ]
White to Light yellow | [BRN ]
1718431 | [InChIKey]
MWRBNPKJOOWZPW-XFBMKQTANA-N | [SMILES]
[C@H](COP(O)(=O)OCCN)(COC(=O)CCCCCCC/C=C\CCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC |&1:0,r| |
Hazard Information | Back Directory | [Description]
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE,4004-05-1) 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 Properties]
Yellowish wax | [Uses]
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE,4004-05-1) 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.
| [Application]
1,2-Dioleoyl-sn-glycero-3-phosphatidylethanolamine (DOPE,4004-05-1) 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.
| [Definition]
ChEBI: Dioleoyl phosphatidylethanolamine is a phosphatidylethanolamine in which the phosphatidyl acyl groups are both oleoyl. | [General Description]
1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (18:1 (Δ9-Cis) PE (DOPE,4004-05-1)) 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 Activity]
DOPE(4004-05-1) 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 Actions]
DOPE 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). | [storage]
Store at -20°C |
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