|
|
| | 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 | | 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| |
| | 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine Usage And Synthesis |
| Description | 1,2-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 Properties | Yellowish wax | | Uses | 18:1 (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. | | Uses | 1,2-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. | | Uses | 1,2-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. | | 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)) 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 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 |
| | 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine Preparation Products And Raw materials |
|