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Merck
CN

890700C

Avanti

12:0 EPC (Cl Salt)

Avanti Research™ - A Croda Brand

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:
474945-22-7
Molecular Weight:
686.34
UNSPSC Code:
12352211
NACRES:
NA.25

Key Documents

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Product Name

12:0 EPC (Cl Salt), Avanti Research™ - A Croda Brand 890700C

SMILES string

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

assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 1 mL (890700C-10mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 890700C

concentration

10 mg/mL (890700C-10mg)

lipid type

cationic lipids
transfection

shipped in

dry ice

storage temp.

−20°C

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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
  • to study its effect on transfection of human umbilical artery endothelial cells (HUAEC)
  • in liposome preparation
  • in lipid mixtures to study its cubic phases of formation, stability and phase transitions

Biochem/physiol Actions

Chemically synthesized cationic lipids are applicable as non-viral gene carriers. Variation in the hydrocarbon chain of phosphatidylcholine (PC) derivatives affects transfection efficiency. 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.

Packaging

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

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

target_organs

Central nervous system

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk

WGK 3

flash_point_f

does not flash

flash_point_c

does not flash

Regulatory Information

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L Wang et al.
Gene therapy, 11(17), 1358-1362 (2004-06-25)
To date, the primary approach to improve the transfection properties of cationic lipids has been the synthesis of new kinds of cationic amphipaths or the inclusion of noncationic helper lipids. Here, it is reported that an alternative approach can be
Analysis of lipoplex structure and lipid phase changes
Liposomes, 399-423 (2010)
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
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
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