ChemicalBook > CAS DataBase List > 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine

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

Product Name: 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;DOPE, 10 mM in DMSO;PE(18:1(9Z)/18:1(9Z));COATSOME ME-8181 (DOPE);18:1 (Δ9-Cis) PE (DOPE);L-β,γ-Dioleoyl-α-cephalin;18:1 (Delta9-Cis) PE (DOPE)
CBNumber: CB2477530
Molecular Formula: C41H78NO8P
Formula Weight: 744.05
MOL File: 4004-05-1.mol

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

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)
pka: 1.17±0.50(Predicted)
form: lyophilized powder
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|

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Safety

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H331Toxic if inhaled

H336May cause drowsiness or dizziness

H351Suspected of causing cancer

H372Causes damage to organs through prolonged or repeated exposure

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P273Avoid release to the environment.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 42490
Product name: 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine
Purity: ≥99.0% (10 mg phospholipid per ml CHCl3, TLC)
Packaging: 2.5ml
Price: $90.1
Updated: 2025/07/31

Sigma-Aldrich

Product number: 42490
Product name: 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine
Purity: ≥99.0% (10 mg phospholipid per ml CHCl3, TLC)
Packaging: 10ml
Price: $336
Updated: 2025/07/31

TCI Chemical

Product number: D4251
Product name: 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine
Purity: >98.0%(T)
Packaging: 250mg
Price: $241
Updated: 2025/07/31

Cayman Chemical

Product number: 15091
Product name: 1,2-Dioleoyl-sn-glycero-3-PE
Purity: ≥98%
Packaging: 100mg
Price: $81
Updated: 2024/03/01

Cayman Chemical

Product number: 15091
Product name: 1,2-Dioleoyl-sn-glycero-3-PE
Purity: ≥98%
Packaging: 250mg
Price: $120
Updated: 2024/03/01

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1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine Chemical Properties,Usage,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

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

storage

Store at -20°C

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

Raw materials

Preparation Products

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

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

Product: DOPE 4004-05-1
Price: US $2.20-8.80/kg
Min. Order: 1kg
Purity: 99%min
Supply Ability: 100kg
Release date: 2025-09-08

Hebei Chuanghai Biotechnology Co., Ltd

Product: 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine 4004-05-1
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 500000kg
Release date: 2024-10-24

XIAMEN SINOPEG BIOTECH CO., LTD.

Product: DOPE 4004-05-1
Price: US $0.00-0.00/g
Min. Order: 1g
Purity: 98%
Supply Ability: 1g/bottle , 10g/bottle, 100g/bottle
Release date: 2024-07-26

4004-05-1, 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamineRelated Search:

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

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1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine 98+%

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))

1,2-Dioleoyl-sn-glycero-3-PE

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-<i>sn</i>-glycero-3-phosphoethanolamine

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)

1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHATIDYLETHANOLAMINE

(Z)-(2R)-3-(((2-Aminoethoxy)(hydroxy)phosphoryl)oxy)propane-1,2-diyl dioleate

9-Octadecenoic acid (9Z)-,(1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediylester

1,2-Dioleoyl-sn-glycero-3-phosphoethanolamin

DOPE 1,2-dioloyl-sn-glycero-3-phosphoyl-ethanolamine

DOPE, 10 mM in DMSO

[(2R)-3-[2-aminoethoxy(hydroxy)phosphoryl]oxy-2-[(Z)-octadec-9-enoyl]oxypropyl] (Z)-octadec-9-enoate

<sc>L</sc>-α-Phosphatidylethanolamine, dioleoyl

18:1 (Δ9-Cis) PE (DOPE)

L-α-Phosphatidylethanolamine, dioleoyl

Dioyl phosphatidylethanolamine DOPE

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

4004-05-1

4004/5/1

BioChemical

Biochemicals and Reagents

Glycerophosphonoethanolamines

Glycerides

Cloning and Expression

Lipids

Molecular Biology

Phosphoglycerides

Transfection & Transformation