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;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
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
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
$87.6
Updated
2024/03/01
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
$327
Updated
2024/03/01
TCI Chemical
Product number
D4251
Product name
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine
Purity
>98.0%(T)
Packaging
250mg
Price
$254
Updated
2024/03/01
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

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

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

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

Hebei Yanxi Chemical Co., Ltd.
Product
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine 4004-05-1
Price
US $30.00-1.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
3 tons
Release date
2023-10-24
Hebei Mojin Biotechnology Co., Ltd
Product
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine 4004-05-1
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-10-12
Hebei Guanlang 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
2023-04-03

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

1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHOCHOLINE PHOSPHATIDYLETHANOLAMINE PHOSPHATIDYLETHANOLAMINE 1,2-Dioleoyl-sn-glycero-3-phosphatidylethanolamino caproylmaleimide L-3-PHOSPHATIDYL[2-14C]ETHANOLAMINE,1,2-DIOLEOYL 1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHATIDYLETHANOLAMINE 1,2-Dioleoyl-sn-glycero-3-phosphatidylethanolamino (+)-biotin 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine DOPS 1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHOETHANOLAMINE-N-[3-(2-PYRIDYLDITHIO)PROPIONATE] 1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHOETHANOLAMINE, DANSYL-LABELED 1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHOETHANOLAMINE-N-(CARBOXYFLUORESCEIN) 1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHOETHANOLAMINE-N-(7-NITRO-2-1,3-BENZOXADIAZOL-4-YL) 1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHOETHANOLAMINE-N-(LISSAMINE RHODAMINE B SULFONYL) 1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHOETHANOLAMINE, PYRENE-LABELED 1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHOETHANOLAMINE-N-(DODECANYLAMINE) 1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHOETHANOLAMINE-N,N-DIMETHYL 1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHOETHANOLAMINE-N-(BIOTINYL)

  • 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
  • DOPE
  • 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
  • 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 &amp; Transformation