ChemicalBook CAS DataBase List 4004-05-1

4004-05-1

Name	1,2-DIOLEOYL-SN-GLYCERO-3-PHOSPHOETHANOLAMINE
CAS	4004-05-1
EINECS(EC#)	200-663-8
Molecular Formula	C41H78NO8P
MDL Number	MFCD00057986
Molecular Weight	744.03
MOL File	4004-05-1.mol

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\|

Safety Data

Hazard Codes	Xn
Risk Statements	22-38-40-48/20/22-67-36/38-20-63 less more
Safety Statements	36/37-26 less more
RIDADR	UN 1888 6.1/PG 3
WGK Germany	3
F	8-10-23
HS Code	29232000

Hazard Information

Description

1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE,4004-05-1) 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,4004-05-1) 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.

Application

1,2-Dioleoyl-sn-glycero-3-phosphatidylethanolamine (DOPE,4004-05-1) 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,4004-05-1)) 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(4004-05-1) 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

Spectrum Detail

Supplier

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