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890700P

Avanti

12:0 EPC (Cl Salt)

Avanti Polar Lipids 890700P, powder

Synonym(s):

1,2-dilauroyl-sn-glycero-3-ethylphosphocholine (chloride salt)

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About This Item

Empirical Formula (Hill Notation):
C34H69NO8PCl
CAS Number:
Molecular Weight:
686.34
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 10 mg (890700P-10mg)

manufacturer/tradename

Avanti Polar Lipids 890700P

lipid type

cationic lipids
transfection

shipped in

dry ice

storage temp.

−20°C

SMILES string

O=P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(CCCCCCCCCCC)=O)COC(CCCCCCCCCCC)=O)OCC.[Cl-]

General description

1,2-dilauroyl-sn-glycero-3-ethylphosphocholine (12:0 EPC) is a cationic phospholipid. 12:0 EPC is a short-chain analog of dioleoyl ethylphosphatidylcholine. O-alkyl phosphatidylcholines constitute the first chemically stable triesters of biological lipid structures and the first cationic derivatives of phospholipids consisting entirely of biological metabolites linked with ester bonds. The lipid has low toxicity and is biodegradable.

Application

1,2-dilauroyl-sn-glycero-3-ethylphosphocholine (12:0 EPC (Cl Salt)) is suitable for use in lipoplex preparation and to study the lipoplex transfection activity. It might also be used in lipid mixtures to study its cubic phases of formation, stability and phase transitions.

Biochem/physiol Actions

1,2-dilauroyl-sn-glycero-3-ethylphosphocholine (12:0 EPC) is preferred for transfection of cultured primary endothelial cells. 12:0 EPC forms lamellar lipoplexes possessing high to superior transfection activity. Chemically synthesized cationic lipids are applicable as non-viral gene carriers. Variation in the hydrocarbon chain of phosphatidylcholine (PC) derivatives affects transfection efficiency.

Packaging

5 mL Clear Glass Sealed Ampule (890700P-10mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3


Certificates of Analysis (COA)

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Rumiana Koynova et al.
The journal of physical chemistry. B, 111(27), 7786-7795 (2007-06-19)
Some mixtures of two cationic lipids including phospholipid compounds (O-ethylphosphatidylcholines) as well as common, commercially available cationic lipids, such as dimethylammonium bromides and trimethylammonium propanes, deliver therapeutic DNA considerably more efficiently than do the separate molecules. In an effort to
Boris G Tenchov et al.
Biochimica et biophysica acta, 1778(10), 2405-2412 (2008-08-30)
Synthetic cationic lipids can be used as DNA carriers and are regarded to be the most promising non-viral gene carriers. For this investigation, six novel phosphatidylcholine (PC) cationic derivatives with various hydrophobic moieties were synthesized and their transfection efficiencies for
Rumiana Koynova et al.
Biochimica et biophysica acta, 1768(2), 375-386 (2006-12-13)
Lipoplexes containing a mixture of cationic phospholipids dioleoylethylphosphatidylcholine (EDOPC) and dilauroylethylphosphatidylcholine (EDLPC) are known to be far more efficient agents in transfection of cultured primary endothelial cells than are lipoplexes containing either lipid alone. The large magnitude of the synergy
Li Wang et al.
Molecular pharmaceutics, 4(4), 615-623 (2007-04-06)
To date, the primary approach to improving the transfection properties of cationic lipids has been the synthesis of new kinds of cationic amphipaths. Recently, however, it was found that combining two cationic lipid derivatives having the same head group but
Rumiana Koynova et al.
Molecular pharmaceutics, 6(3), 951-958 (2009-04-04)
Synthetic cationic lipids are widely used components of nonviral gene carriers, and the factors regulating their transfection efficiency are the subject of considerable interest. In view of the important role that electrostatic interactions with the polyanionic nucleic acids play in

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