D6182

DOTAP chloride

≥98% (TLC), powder

• Synonym(s): N-[1-(2,3-Dioleoyloxy)propyl]-N,N,N-trimethylammonium chloride
• Empirical Formula (Hill Notation): C₄₂H₈₀ClNO₄
• CAS Number: 132172-61-3
• Molecular Weight: 698.54
• NACRES: NA.32
• PubChem Substance ID: 329798823
• UNSPSC Code: 12352211
• MDL number: MFCD01310872

Properties

• Quality Segment: 200
• assay: ≥98% (TLC)
• form: powder
• shipped in: dry ice
• storage temp.: −20°C
• SMILES string: [H]C(C[N+](C)(C)C)(OC(CCCCCCC/C=C\CCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O.[Cl-]
• InChI: 1S/C42H80NO4.ClH/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-41(44)46-39-40(38-43(3,4)5)47-42(45)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2;/h20-23,40H,6-19,24-39H2,1-5H3;1H/q+1;/p-1/b22-20-,23-21-;
• InChI key: KSXTUUUQYQYKCR-LQDDAWAPSA-M

Description

Application

Cationic liposome-forming compound for transfection of DNA, RNA and other negatively charged molecules into eukaryotic cells. Mixing DOTAP with DNA results in spontaneously formed stable complexes that can be directly added to cell culture medium. These complexes fuse with the cell membrane and release DNA into the cytoplasm. The cells are transfected efficiently without cytotoxic effects. Use approximately 5-10 μg DOTAP per μg DNA and approximately 10-20 μg DOTAP per mL cell culture medium. The optimal working concentration and transfection time depends in part on the cell line used, and the type of material (RNA, DNA, protein) loaded.

1,2-dioleoyloxy-3-(trimethylammonium)propane (DOTAP) chloride has been used for the preparation of cationic liposome and liposome-DNA complex. It has also been used to assess tumor necrosis factor α (TNF- α) production.

Biochem/physiol Actions

1,2-dioleoyloxy-3-(trimethylammonium)propane (DOTAP) chloride is useful in liposome preparation, without the use of helper lipid. DOTAP chloride is soluble in dimethyl sulfoxide (DMSO) and ethanol, this defines its function as a transfection agent.

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)