1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine
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1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine
structure -
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CAS No:
4004-05-1
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Formula:
C41H78NO8P
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Chemical Name:
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine
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Synonyms:
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;1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine 98+%
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CAS No:
Description
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) is a neutral helper lipid for cationic liposome and combines with cationic phospholipids to improve transfection efficiency of naked siRNA[1].
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.
Yellowish wax
ChEBI: Dioleoyl phosphatidylethanolamine is a phosphatidylethanolamine in which the phosphatidyl acyl groups are both oleoyl.
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.
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine Basic Attributes
744.05
744.03
1718431
200-663-8
White to Light yellow
29232000
Characteristics
144.19000
14.79
Solid
1.008±0.06 g/cm3(Predicted)
200°C(lit.)
759.2±70.0 °C(Predicted)
413.0±35.7 °C
1.484
1.17±0.50(Predicted)
-20°C
Safety Information
UN 1888
3
Xn
36/37-26
Xn: Harmful;
Store at -20°C
P261-P281-P305 + P351 + P338-P311
22-38-40-48/20/22-67-36/38-20-63
UN 1888 6.1/PG 3
1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine Use and Manufacturing
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.
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.
18:1 (Δ9-Cis) PE (DOPE) has been used in the preparation of liposome for human uncoupling protein 1 (UCP1) reconstitution and forCaenorhabditis elegansautophagy related cysteine protease protein conjugation studies. It has also been used for the generation of giant unilamellar vesicles (GUVs) for septin induced deformation studies.
Computed Properties
Molecular Weight:744.0
XLogP3:10.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:41
Exact Mass:743.54650544
Monoisotopic Mass:743.54650544
Topological Polar Surface Area:134
Heavy Atom Count:51
Complexity:897
Undefined Atom Stereocenter Count:1
Undefined Bond Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine
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