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76548

Sigma-Aldrich

1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine

≥97.0% (TLC)

Sinonimo/i:

(9Z)-9-Octadecenoic acid (1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl ester, 1,2-Di(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine, 3-sn-Phosphatidylethanolamine, 1,2-dideoyl, L-β,γ-Dioleoyl-α-cephalin, DOPE, Dioleoyl phosphatidylethanolamine, PE(18:1(9Z)/18:1(9Z))

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About This Item

Formula empirica (notazione di Hill):
C41H78NO8P
Numero CAS:
4004-05-1
Peso molecolare:
744.03
Beilstein:
1718431
Numero MDL:
MFCD00057986
Codice UNSPSC:
51191904
ID PubChem:
329767176
NACRES:
NA.85

Origine biologica

synthetic

Livello qualitativo

200

Saggio

≥97.0% (TLC)

Forma fisica

solid

Gruppo funzionale

amine

Tipo di lipide

phosphoglycerides

Temperatura di conservazione

−20°C

Stringa SMILE

CCCCCCCC\C=C/CCCCCCCC(=O)OCC(COP(O)(=O)OCCN)OC(=O)CCCCCCC\C=C/CCCCCCCC

InChI

1S/C41H78NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,39H,3-16,21-38,42H2,1-2H3,(H,45,46)/b19-17-,20-18-
MWRBNPKJOOWZPW-CLFAGFIQSA-N

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Categorie correlate

Applicazioni

1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) forms heterogenous liposomes with N-[1-(2,3-dioleoyloxy)propyl]-N,N,N-trimethylammonium methylsulfate (DOTAP), which are used as delivery vehicles for therapeutic agents .

Azioni biochim/fisiol

DOPE in mixed membranes have been found to decrease fluorescence lifetime and increase acyl-chain order. DOPE is an essential component of cationic liposomes designed to deliver DNA into gliosarcoma and kidney cell lines (gene therapy).

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

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1,2-Distearoyl-sn-glycero-3-phosphocholine ≥99%

Sigma-Aldrich

P1138

1,2-Distearoyl-sn-glycero-3-phosphocholine

18:1 (Δ9-Cis) PC (DOPC) Avanti Research™ - A Croda Brand

Avanti

850375P

18:1 (Δ9-Cis) PC (DOPC)

18:1 TAP (DOTAP) Avanti Research™ - A Croda Brand

Avanti

890890P

18:1 TAP (DOTAP)

USP

USP

1535744

Phosphatidylethanolamine

Cholesteryl hemisuccinate

Sigma-Aldrich

C6512

Cholesteryl hemisuccinate

L W Lai et al.
Gene therapy, 4(5), 426-431 (1997-05-01)
To develop gene therapy targeted to the kidney, we compared three different routes of liposome-mediated gene delivery to the kidney in mice, ie intra-renal-pelvic, intra-renal-arterial, and intra-renal-parenchymal injections. A plasmid construct, pCMV beta gal, containing a cytomegalovirus (CMV) immediate-early gene
Keisuke Shintou et al.
Biophysical journal, 93(11), 3900-3906 (2007-08-21)
The effect of 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE) in mixed membranes with 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine (POPC) on interaction with a class A amphipathic peptide, Ac-DWLKAFYDKVAEKLKEAF-NH(2) (Ac-18A-NH(2)), was investigated. The fluorescence lifetime of 2-(9-anthroyloxy)stearic acid and (2)H NMR spectra were used to evaluate the penetration of
Marco Scarzello et al.
Biophysical journal, 88(3), 2104-2113 (2004-12-23)
Two double-tailed pyridinium cationic amphiphiles, differing only in the degree of unsaturation of the alkyl chains, have been selected for a detailed study of their aggregation behavior, under conditions employed for transfection experiments. The transfection efficiencies of the two molecules
D Lesage et al.
Biochimica et biophysica acta, 1564(2), 393-402 (2002-08-15)
This paper reports results concerning the transfection of gliosarcoma cells 9L using an original cholesterol-based cationic liposome as carrier. This cationic liposome was prepared from triethyl aminopropane carbamoyl cholesterol (TEAPC-Chol) and a helper lipid, dioleoyl phosphatidyl ethanolamine (DOPE). The used
Antonio A M Gasperini et al.
Langmuir : the ACS journal of surfaces and colloids, 31(11), 3308-3317 (2015-03-03)
This work presents a study of the association between low molecular weight hyaluronic acid (16 kDa HA) and cationic liposomes composed of egg phosphatidylcholine (EPC), 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE), and 1,2-dioleoyl-3-trimethylammonium-propane (DOTAP). The cationic liposome/HA complexes were evaluated to determine their mesoscopic
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