1,2-Dioleoyl-3-trimethylammonium-propane, Chloride

• CAT Number: R001040
• CAS Number: 132172-61-3
• Molecular Formula: C42H80NO4 • Cl
• Molecular Weight: 698.6
• Purity: ≥95%
• Synonyms: DOTAP Chloride; N-(1-(2,3-Dioleoyloxy)propyl)-N,N,N-trimethylammonium Chloride; N,N,N-Trimethyl-2,3-bis[[(9Z)-1-oxo-9-octadecenyl]oxy]-1-propanaminium
• Storage: -20°C
• InChI: 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-
• InChIKey: KSXTUUUQYQYKCR-LQDDAWAPSA-M
• SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OCC(C[N+](C)(C)C)OC(=O)CCCCCCC/C=C\CCCCCCCC.[Cl-]

1,2-Dioleoyl-3-trimethylammonium-propane, chloride (DOTAP chloride) is a cationic lipid commonly used in gene delivery and transfection experiments. Its structure includes two oleic acid chains (dioleoyl) attached to a trimethylammonium-propane head group, which carries a positive charge. This positive charge allows DOTAP to interact with negatively charged DNA or RNA, forming liposomes or lipid-DNA complexes that facilitate the entry of genetic material into cells. DOTAP chloride is widely used in molecular biology for delivering nucleic acids into mammalian cells in vitro. Its efficiency, stability, and relatively low toxicity make it a valuable tool for transfection and gene therapy research.