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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-Dioleoyl-sn-glycero-3-PE;(Z)-(2R)-3-(((2-Aminoethoxy)(hydroxy)phosphoryl)oxy)propane-1,2-diyl dioleate;18:1 PE;PE(18:1(9Z)/18:1(9Z));COATSOME ME-8181 (DOPE);L-β,γ-Dioleoyl-α-cephalin;L-β,γ-Dioleoyl-α-Cephalin;18:1 (Delta9-Cis) PE (DOPE);Dioleoyl phosphoethanolamine
CBNumber:
CB2477530
Molecular Formula:
C41H78NO8P
Molecular Weight:
744.05
MDL Number:
MFCD16621009
MOL File:
4004-05-1.mol
MSDS File:
SDS
Last updated:2024-03-14 15:45:16

1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine 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|
FDA UNII JNP6V6AI0U

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
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
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

1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine price More Price(29)

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 $87.6 2024-03-01 Buy
Sigma-Aldrich 42490 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine ≥99.0% (10 mg phospholipid per ml CHCl3, TLC) 4004-05-1 10ml $327 2024-03-01 Buy
TCI Chemical D4251 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine >98.0%(T) 4004-05-1 250mg $254 2024-03-01 Buy
Cayman Chemical 15091 1,2-Dioleoyl-sn-glycero-3-PE ≥98% 4004-05-1 100mg $81 2024-03-01 Buy
Cayman Chemical 15091 1,2-Dioleoyl-sn-glycero-3-PE ≥98% 4004-05-1 250mg $120 2024-03-01 Buy
Product number Packaging Price Buy
42490 2.5ml $87.6 Buy
42490 10ml $327 Buy
D4251 250mg $254 Buy
15091 100mg $81 Buy
15091 250mg $120 Buy

1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine Chemical Properties,Uses,Production

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

139115-88-1
4004-05-1
Synthesis of 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine from 9-Octadecenoic acid (9Z)-, (1S)-1-[[(3,4-dimethoxyphenyl)methoxy]ethyl]-1,2-ethanediyl ester (9CI)

1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine Preparation Products And Raw materials

Global( 148)Suppliers
Supplier Tel Email Country ProdList Advantage
XIAMEN SINOPEG BIOTECH CO., LTD.
+86-0592-7761068 +8617350879715 changaiwei@sinopeg.com China 59 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19553 58
Hebei Mojin Biotechnology Co., Ltd
+86-13288715578 +86-13231137666 sales@hbmojin.com China 12409 58
Hebei Yanxi Chemical Co., Ltd.
+8617531190177 peter@yan-xi.com China 5960 58
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886 info@dakenam.com China 14770 58
Jinan Carbotang Biotech Co.,Ltd.
+8615866703830 figo.gao@foxmail.com China 8136 58
Shandong chuangyingchemical Co., Ltd.
18853181302 sale@chuangyingchem.com CHINA 5909 58
Shochem(Shanghai) Co.,Ltd
86-21-50800795 info@shochem.com CHINA 288 58
Zhengzhou Alfa Chemical Co.,Ltd
+8618530059196 sale04@alfachem.cn China 12337 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58

Related Qustion

View Lastest Price from 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine pictures 2023-10-24 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine
4004-05-1
US $30.00-1.00 / kg 1kg 0.99 3 tons Hebei Yanxi Chemical Co., Ltd.
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine pictures 2023-10-12 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine
4004-05-1
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine pictures 2023-09-06 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine
4004-05-1
US $0.00-0.00 / KG 1KG 99% 500000kg Hebei Guanlang Biotechnology Co., Ltd.

1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine Spectrum

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 L-A-phosphatidylethanolamine dioleoyl 1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHO-ETHA-N OLAMINE, 10 MG/ML COATSOME ME-8181 (DOPE) 1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHOETHANOLAMINE, >99% 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine, DOPE L-α-Phosphatidylethanolamine, dioleoyl 3-sn-Phosphatidylethanolamine, 1,2-dideoyl, L-β,γ-Dioleoyl-α-cephalin, DOPE (+)-1-O,2-O-Dioleoyl-L-glycerol 3-(phosphoric acid 2-aminoethyl) ester 1,2-Dioleoyl-3-sn-phosphatidylethanolamine O-(1-O,2-O-Dioleoyl-L-glycero-3-phospho)-2-aminoethanol Phosphoric acid hydrogen (2-aminoethyl)[(2R)-2,3-bis(oleoyloxy)propyl] ester Dioleoyl phosphoethanolamine (9Z)-9-Octadecenoic acid (1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl ester 1,2-Di(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine L-β,γ-Dioleoyl-α-cephalin PE(18:1(9Z)/18:1(9Z)) L-A-PHOSPHATIDYLETHANOLAMINE, DIOLEO 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine≥ 98% (HPTLC) 2-Aminoethyl (R)-2,3-bis(oleoyloxy)propyl hydrogen phosphate 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine 1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHATIDYLETHANOLAMINE 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine 98+% 1,2-Dioleoyl-sn-glycero-3-phosphatidylethanolamine (DOPE) 9-Octadecenoic acid (9Z)-, 1,1'-[(1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl] ester 18:1 (Delta9-Cis) PE (DOPE) dioleoyl-sn-glycero-3-phosphoethanolamine(DOPE) 9-Octadecenoic acid (9Z)-,(1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediylester DOPE 1,2-Dioleoyl-sn-glycero-3-PE (Z)-(2R)-3-(((2-Aminoethoxy)(hydroxy)phosphoryl)oxy)propane-1,2-diyl dioleate L-β,γ-Dioleoyl-α-Cephalin 4004-05-1 4004/5/1 BioChemical Biochemicals and Reagents Glycerophosphonoethanolamines Glycerides Cloning and Expression Lipids Molecular Biology Phosphoglycerides Transfection & Transformation