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Sigma-Aldrich

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

≥99.0% (10 mg phospholipid per ml CHCl3, TLC)

Synonym(e):

(9Z)-9-Octadecensäure-(1R)-1-[[[(2-aminoethoxy)-hydroxyphosphinyl]-oxy]-methyl]-1,2-ethandiylester, 1,2-Di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamin, 3-sn-Phosphatidylethanolamin, 1,2-dioleoyl, L-β,γ-Dioleoyl-α-cephalin, DOPE, Dioleoylphosphatidylethanolamin, PE(18:1(9Z)/18:1(9Z))

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About This Item

Empirische Formel (Hill-System):
C41H78NO8P
CAS-Nummer:
4004-05-1
Molekulargewicht:
744.03
Beilstein:
1718431
EG-Nummer:
200-663-8
MDL-Nummer:
MFCD00057986
UNSPSC-Code:
12352211
PubChem Substanz-ID:
57650115
NACRES:
NA.25

Assay

≥99.0% (10 mg phospholipid per ml CHCl3, TLC)

Form

liquid

Funktionelle Gruppe

phospholipid

Lipid-Typ

phosphoglycerides

Lagertemp.

−20°C

SMILES String

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-

InChIKey

MWRBNPKJOOWZPW-CLFAGFIQSA-N

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Anwendung

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 .

Piktogramme

Skull and crossbonesHealth hazard
GHS06,GHS08

Signalwort

Danger

Gefahreneinstufungen

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

Zielorgane

Central nervous system, Liver,Kidney

Lagerklassenschlüssel

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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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
Timo Löser et al.
Cells, 10(10) (2021-10-24)
Mitochondria are ubiquitous organelles of eukaryotic organisms with a number of essential functions, including synthesis of iron-sulfur clusters, amino acids, lipids, and adenosine triphosphate (ATP). During aging of the fungal aging model Podospora anserina, the inner mitochondrial membrane (IMM) undergoes
Jonathan Langdown et al.
Blood, 124(12), 1951-1956 (2014-07-23)
In this study, we describe a novel thrombomodulin (TM) mutation (c.1611C>A) that codes for a change from cysteine 537 to a premature stop codon (p.Cys537Stop). Three members of a family with a history of posttraumatic bleeding were identified to be
Michael Ablinger et al.
International journal of molecular sciences, 22(7) (2021-04-04)
Intermediate junctional epidermolysis bullosa caused by mutations in the COL17A1 gene is characterized by the frequent development of blisters and erosions on the skin and mucous membranes. The rarity of the disease and the heterogeneity of the underlying mutations renders
S Peraramelli et al.
Journal of thrombosis and haemostasis : JTH, 12(11), 1826-1837 (2014-08-29)
TFPI is a Kunitz-type protease inhibitor that downregulates the extrinsic coagulation pathway by inhibiting factor Xa (FXa) and FVIIa. All three Kunitz domains (KD1, KD2, and KD3) and protein S are required for optimal inhibition of FXa and FVIIa. There
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