1,2-Dioleoyl-sn-glycero-3-phosphatidylethanolamine (DOPE)

CAS: 4004-05-1

Ref. TR-D482210

Product Information

• Name: 1,2-Dioleoyl-sn-glycero-3-phosphatidylethanolamine (DOPE)
• Synonyms: 9-Octadecenoic acid (9Z)-, 1,1'-[(1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl] ester, 9-Octadecenoic acid (9Z)-, (1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl ester (9CI), 9-Octadecenoic acid (Z)-, 1-[[[(2-, (2R)-3-{[(2-aminoethoxy)(hydroxy)phosphoryl]oxy}-2-[(9Z)-octadec-9-enoyloxy]propyl (9Z)-octadec-9-enoate, 1,2-Di(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine, 1,2-Dioleoyl-sn-glycero-3-phosphatidylethanolamine, 1,2-Dioleoyl-sn-glycero-3-phosphoethanolamine, 1,2-Dioleoyl-sn-glycero-3-phosphorylethanolamine, 9-Octadecenoic acid (9Z)-, (1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl ester, 9-Octadecenoic acid (9Z)-, 1,1′-[(1R)-1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl] ester, 9-Octadecenoic acid (Z)-, 1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl ester, (R)-, <span class="text-smallcaps">L</span>-α-Dioleoylphosphatidylethanolamine, Coatsome MC 8181, Coatsome ME 8181, Dioleoyl phosphoethanolamine, Dioleoyl-<span class="text-smallcaps">L</span>-α-phosphatidylethanolamine, Dioleoylphosphatidylethanolamine, Ethanol, 2-amino-, dihydrogen phosphate (ester), monoester with 1,2-diolein, <span class="text-smallcaps">L</span>-, L-A-phosphatidylethanolamine dioleoyl, Olein, 1,2-di-, 2-aminoethyl hydrogen phosphate, <span class="text-smallcaps">L</span>-

Description

Applications 1,2-Dioleoyl-sn-glycero-3-phosphatidylethanolamine (DOPE) is a synthetic analog of naturally-occurring PE containing 18:1 fatty acids at the sn-1 and sn-2 positions. DOPE can be used as an emulsifier to facilitate DNA-liposome complex transport across membranes. It is used in combination with cationic phospholipids to increase efficiency during DNA transfection studies as a non-viral method of gene delivery.
References Misra, S.K., et al.: PLoS One, 8, e68305 (2013); MacDonald, R., et al.: J. Pharm. Sci., 88, 896 (1999); Chen, Y., et al.: Int. J. Nanomedicine, 8, 1573 (2013)

• Brand: TRC

Chemical properties

• Molecular weight: 744.034
• Formula: C₄₁H₇₈NO₈P
• Color/Form: Neat
• InChI: 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-/t39-/m1/s1
• InChI key: InChIKey=MWRBNPKJOOWZPW-CLFAGFIQSA-N
• SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OCC(COP(=O)(O)OCCN)OC(=O)CCCCCCC/C=C\CCCCCCCC