1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine
- CAS No.
- 4004-05-1
- Chemical Name:
- 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine
- Synonyms
- DOPE;1,2-Di(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine;PE(18:1(9Z)/18:1(9Z));1,2-Dioleoyl-sn-glycero-3-PE;DIOLEOYL PHOSPHATIDYL ETHANOLAMINE;(Z)-(2R)-3-(((2-Aminoethoxy)(hydroxy)phosphoryl)oxy)propane-1,2-diyl dioleate;18:1 PE;DOPE (18:1 PE);DOPE, 10 mM in DMSO;COATSOME ME-8181 (DOPE)
- CBNumber:
- CB2477530
- Molecular Formula:
- C41H78NO8P
- Molecular Weight:
- 744.05
- MDL Number:
- MFCD16621009
- MOL File:
- 4004-05-1.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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 |
| biological source | synthetic |
| 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| |
| FDA UNII | JNP6V6AI0U |
| UNSPSC Code | 51191904 |
| NACRES | NA.85 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS06,GHS08 |
|---|---|
| Signal word | Danger |
| Hazard statements | H302-H315-H319-H331-H336-H351-H361d-H372-H412 |
| Precautionary statements | P201-P273-P301+P312+P330-P302+P352-P304+P340+P311-P308+P313 |
| PPE | Eyeshields, Gloves, type N95 (US) |
| 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 |
| F | 8-10-23 |
| HS Code | 29232000 |
| Storage Class | 11 - Combustible Solids |
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine price More Price(67)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 42490 | 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine ≥99.0% (10 mg phospholipid per ml CHCl3, TLC) | 4004-05-1 | 2.5ml | $96.5 | 2026-04-30 | Buy |
| Sigma-Aldrich | 42490 | 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine ≥99.0% (10 mg phospholipid per ml CHCl3, TLC) | 4004-05-1 | 10ml | $360 | 2026-04-30 | Buy |
| TCI Chemical | D4251 | 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine >98.0%(T) | 4004-05-1 | 250mg | $241 | 2026-04-30 | Buy |
| Cayman Chemical | 15091 | 1,2-Dioleoyl-sn-glycero-3-PE ≥98% | 4004-05-1 | 100mg | $98 | 2026-04-30 | Buy |
| Cayman Chemical | 15091 | 1,2-Dioleoyl-sn-glycero-3-PE ≥98% | 4004-05-1 | 250mg | $160 | 2026-04-30 | Buy |
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine Chemical Properties, Uses, Production
Synthesis
6 mg of MAL-PEG(3000)-MMP2-COH was activated overnight in 5 mL of anhydrous chloroform/methanol/triethylamine solvent mixture (4.5:0.5:0.05 v/v) with a 20-fold molar excess of NHS/EDC (1:1 molar ratio). The activated MAL-PEG(3000)-MMP2-NHS was reacted with a 10-fold molar excess of DOPE for 2 h under nitrogen protection at 4°C. The reaction was purified on preparative aluminum TLC plates (silica gel 60 F254, 20 x 20 cm, Merck) using chloroform/methanol (4:1 v/v) as the mobile phase. The purified lyophilized residue was stored at −20°C to obtain the product 1,2-dioleoyl-SN-glycerol-3-phosphoethanolamine.
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
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.
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.
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
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Suzhou Highfine Biotech Co., Ltd | 0512-69209928 18796809688 | zhouyingxiang@highfine.com | China | 472 | 75 |
| Shochem(Shanghai)Co.,Ltd | +86-021-51783479 13816874662 | info@shochem.com | China | 300 | 58 |
| Shandong Huishengtang Biological Medicine Co., Ltd. | 0533-8082186 18653366708 | 1781022510@qq.com | China | 20 | 58 |
| Guangzhou Weihua Biotechnology Co., Ltd | 020-37239396 18922496242 | weihuasw@foxmail.com | China | 5000 | 58 |
| Shochem(Shanghai)Co.,Ltd | +86-021-50800795 13816874662 | info@shochem.com | China | 500 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Beijing HwrkChemical Technology Co., Ltd | 89508211 18501085097 | sales.bj@hwrkchemical.com | China | 9407 | 55 |
| TOKYO CHEMICAL INDUSTRY CO., LTD. | 03-36680489 | Sales-JP@TCIchemicals.com | Japan | 28364 | 80 |
| TCI Europe | 320-37350700 | sales@tcieurope.eu | Europe | 23654 | 75 |
Related articles
- What is 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine?
- 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) is a metabolite of Escherichia coli with a structure containing 18:1 fatt....
- Mar 14,2024
View Latest Price from 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-08-25 | DOPE
4004-05-1
|
$2.20-8.80 | 1kg | 99%min | 100kg | ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD | |
 |
2026-07-24 | DOPE
4004-05-1
|
1g | 98% | 1g/bottle , 10g/bottle, 100g/bottle | XIAMEN SINOPEG BIOTECH CO., LTD. | ||
 |
2026-04-22 | DOPE
4004-05-1
|
$97.00 | 97.23% | 10g | TargetMol Chemicals Inc. |
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