850725P

18:1 (Δ9-Cis) PE (DOPE)

Avanti Polar Lipids

• Synonym(s): 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine; DOPE; PE(18:1(9Z)/18:1(9Z)); 110635
• Empirical Formula (Hill Notation): C₄₁H₇₈NO₈P
• CAS Number: 4004-05-1
• Molecular Weight: 744.03
• NACRES: NA.25

Properties

• description: 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine
• Assay: >99% (TLC)
• form: powder
• packaging: pkg of 1 × 1 g (850725P-1g); pkg of 2 × 100 mg (850725P-200mg); pkg of 5 × 100 mg (850725P-500mg); pkg of 1 × 25 mg (850725P-25mg)
• manufacturer/tradename: Avanti Polar Lipids
• application(s): advanced drug delivery
• shipped in: dry ice
• storage temp.: −20°C
• SMILES string: [H][C@@](COP([O-])(OCC[NH3+])=O)(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O
• 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: MWRBNPKJOOWZPW-NYVOMTAGSA-N

Description

General description

1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (18:1 (Δ9-Cis) PE (DOPE)) is a neutral phospholipid and displays sensitivity towards pH change. At acidic it is an inverted hexagonal micelle and transforms to spherical micelle at alkaline pH.

Application

18:1 (Δ9-Cis) PE (DOPE) has been used in the preparation of liposome for human uncoupling protein 1 (UCP1) reconstitution and for Caenorhabditis elegans autophagy related cysteine protease protein conjugation studies. It has also been used for the generation of giant unilamellar vesicles (GUVs) for septin induced deformation studies.

Biochem/physiol Actions

1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (18:1 (Δ9-Cis) PE (DOPE)) forms a stable lipid layer and rapidly fuses with endosomal lipid bilayer. DOPE in combination with 1,2-dioleoyl-3-trimethylammonium-propane (DOTAP) has high in vitro transfection efficiency.

Packaging

20 mL Clear Glass Screw Cap Vial (850725P-1g)

5 mL Clear Glass Sealed Ampule (850725P-200mg)

5 mL Clear Glass Sealed Ampule (850725P-25mg)

5 mL Clear Glass Sealed Ampule (850725P-500mg)

Safety Information

• Storage Class Code: 13 - Non Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable