76548

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

≥97.0% (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))
• Empirische Formel (Hill-System): C₄₁H₇₈NO₈P
• CAS-Nummer: 4004-05-1
• Molekulargewicht: 744.03
• Beilstein: 1718431
• MDL-Nummer: MFCD00057986
• UNSPSC-Code: 51191904
• PubChem Substanz-ID: 329767176
• NACRES: NA.85

Eigenschaften

• Biologische Quelle: synthetic
• Assay: ≥97.0% (TLC)
• Form: solid
• Funktionelle Gruppe: amine
• 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

Beschreibung

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 [1].

Biochem./physiol. Wirkung

DOPE in mixed membranes have been found to decrease fluorescence lifetime and increase acyl-chain order.[2] DOPE is an essential component of cationic liposomes designed to deliver DNA into gliosarcoma[3] and kidney[4] cell lines (gene therapy).

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)