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890705C

Avanti

16:0-18:1 EPC (Cl Salt)

Avanti Polar Lipids 890705C

Synonym(s):

1-palmitoyl-2-oleoyl-sn-glycero-3-ethylphosphocholine (chloride salt)

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About This Item

Empirical Formula (Hill Notation):
C44H87NO8PCl
CAS Number:
328250-19-7
Molecular Weight:
824.59
UNSPSC Code:
12352211
NACRES:
NA.25

form

liquid

packaging

pkg of 1 × 1 mL (890705C-10mg)
pkg of 1 × 2.5 mL (890705C-25mg)

manufacturer/tradename

Avanti Polar Lipids 890705C

concentration

10 mg/mL (890705C-10mg)
10 mg/mL (890705C-25mg)

lipid type

transfection
cationic lipids

shipped in

dry ice

storage temp.

−20°C

Inchi Code

1S/C44H87NO8P.ClH/c1-7-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,50-9-3)51-39-38-45(4,5)6)40-49-43(46)36-34-32-30-28-26-24-21-19-17-15-13-11-8-2;/h22-23,42H,7-21,24-41H2,1-6H3;1H/q+1;/p-1/b23-22-;/t42-,54?;/m1./s1

InChI key

SXRDCCSKGWBZFF-ISBKSCLYSA-M

SMILES string

O=P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCCCCCCCCCC)=O)OCC.[Cl-]

General description

1-palmitoyl-2-oleoyl-sn-glycero-3-ethylphosphocholine (16:0-18:1 EPC) is cationic lipid containing an ethyl group attached to the phosphate moiety through an ester bond and has a choline headgroup.

Application

1-palmitoyl-2-oleoyl-sn-glycero-3-ethylphosphocholine (chloride salt) (16:0-18:1 EPC (Cl Salt)) might be used:
  • as a cationic lipid to explore the change in organization and dynamics of a membrane-bound fluorescent probe in host membranes of varying charge
  • in the preparation of small unilamellar cationic liposomes
  • in a novel albumin-associated lipoplex formulation to evaluate the antitumoral efficacy of immuno-gene therapy and “suicide” gene therapy

Biochem/physiol Actions

1-palmitoyl-2-oleoyl-sn-glycero-3-ethylphosphocholine (16:0-18:1 EPC) is a potential transfection agent, which is also like the natural lipids.

Packaging

5 mL Clear Glass Sealed Ampule (890705C-10mg)
5 mL Clear Glass Sealed Ampule (890705C-25mg)

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - 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_germany

WGK 3

flash_point_f

does not flash

flash_point_c

does not flash

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Marta Passadouro et al.
International journal of nanomedicine, 9, 3203-3217 (2014-07-26)
Pancreatic ductal adenocarcinoma (PDAC) is a highly aggressive and mortal cancer, characterized by a set of known mutations, invasive features, and aberrant microRNA expression that have been associated with hallmark malignant properties of PDAC. The lack of effective PDAC treatment
Wei Zong et al.
Langmuir : the ACS journal of surfaces and colloids, 34(23), 6874-6886 (2018-05-20)
The success of nanoparticulate formulations in drug delivery depends on various aspects including their toxicity, internalization, and intracellular location. Vesicular assemblies consisting of phospholipids and amphiphilic block copolymers are an emerging platform, which combines the benefits from liposomes and polymersomes
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
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