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890700P

Avanti

12:0 EPC (Cl Salt)

Avanti Polar Lipids 890700P, powder

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Synonym(s):
1,2-dilauroyl-sn-glycero-3-ethylphosphocholine (chloride salt)
Empirical Formula (Hill Notation):
C34H69NO8PCl
CAS Number:
474945-22-7
Molecular Weight:
686.34
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)

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Regulatory Information

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Analysis of lipoplex structure and lipid phase changes
Liposomes, 399-423 (2010)
Li Wang et al.
Biophysical journal, 91(10), 3692-3706 (2006-08-29)
A combination of two cationic lipid derivatives having the same headgroup but tails of different chain lengths has been shown to have considerably different transfection activity than do the separate molecules. Such findings point to the importance of investigating the
Boris Tenchov et al.
Chemistry and physics of lipids, 208, 65-74 (2017-10-07)
The non-lamellar phases formed by membrane lipids in diluted aqueous dispersions are mainly represented by the inverted hexagonal phase, HII, and phases of cubic symmetry, among them the bicontinuous cubic phases Pn3m (Q224), Im3m (Q229) and Ia3d (Q230). Here we
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
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
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