76548

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

≥97.0% (TLC)

• Synonym(s): (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))
• Empirical Formula (Hill Notation): C₄₁H₇₈NO₈P
• CAS Number: 4004-05-1
• Molecular Weight: 744.03
• UNSPSC Code: 51191904
• NACRES: NA.85
• PubChem Substance ID: 329767176
• MDL number: MFCD00057986
• Beilstein/REAXYS Number: 1718431

Properties

• biological source: synthetic
• Quality Segment: 200
• assay: ≥97.0% (TLC)
• form: solid
• functional group: amine
• lipid type: phosphoglycerides
• storage temp.: −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-
• InChI key: MWRBNPKJOOWZPW-CLFAGFIQSA-N

Description

Application

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 .

Biochem/physiol Actions

DOPE in mixed membranes have been found to decrease fluorescence lifetime and increase acyl-chain order.[1] DOPE is an essential component of cationic liposomes designed to deliver DNA into gliosarcoma[2] and kidney[3] cell lines (gene therapy).

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)