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890701P

Avanti

14:0 EPC (Cl Salt)

Avanti Polar Lipids

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Synonym(s):
1,2-dimyristoyl-sn-glycero-3-ethylphosphocholine (chloride salt)
Empirical Formula (Hill Notation):
C38H77NO8PCl
CAS Number:
186492-53-5
Molecular Weight:
742.45
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 10 mg (890701P-10mg)
pkg of 1 × 25 mg (890701P-25mg)

manufacturer/tradename

Avanti Polar Lipids

lipid type

transfection
cationic lipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

General description

1,2-dimyristoyl-sn-glycero-3-ethylphosphocholine (14:0 EPC) is an acyl cationic lipid. O-alkyl phosphatidylcholines constitute the first chemically stable tri-esters 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-dimyristoyl-sn-glycero-3-ethylphosphocholine (14:0 EPC (Cl Salt)) is suitable for use in liposome formulations.

Biochem/physiol Actions

Synthetic cationic lipids serve as non-viral gene delivery agents. Change in the hydrocarbon chain of phosphatidylcholine (PC) derivatives affects transfection efficiency. 1,2-dimyristoyl-sn-glycero-3-ethylphosphocholine (14:0 EPC) aids in hydration during the formation of liposomes.

Packaging

5 mL Clear Glass Sealed Ampule (890701P-10mg)
5 mL Clear Glass Sealed Ampule (890701P-25mg)

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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Paria Parvizi et al.
International journal of pharmaceutics, 461(1-2), 145-156 (2013-12-04)
This study seeks correlations between the molecular structures of cationic and neutral lipids, the lipid phase behavior of the mixed-lipid lipoplexes they form with plasmid DNA, and the transfection efficacy of the lipoplexes. Synthetic cationic pyridinium lipids were co-formulated (1:1)
Emile Jubeli et al.
European journal of medicinal chemistry, 125, 225-232 (2016-09-24)
In this communication we describe the construction of four succinic-based cationic lipids, their formulation with plasmid DNA (pDNA), and an evaluation of their in vitro gene delivery into Chinese hamster ovarian (CHO-K1) cells. The cationic lipids employed in this work possess
William P D Goldring et al.
Bioorganic & medicinal chemistry letters, 22(14), 4686-4692 (2012-06-19)
The synthesis and in vitro evaluation of four cationic lipid gene delivery vectors, characterized by acyclic or macrocyclic, and saturated or unsaturated hydrophobic regions, is described. The synthesis employed standard protocols, including ring-closing metathesis for macrocyclic lipid construction. All lipoplexes
Kervin O Evans et al.
Chemistry and physics of lipids, 220, 49-56 (2019-02-24)
The capacity of molecules to inhibit oxidation is widely tested using liposomes as host matrices of the antioxidant molecule of interest. Spectroscopic assays are readily used for this purpose, specifically assays using 2,2'-azobis(2-methylpropionamidine) dihydrochloride (AAPH). In this work the effect
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
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