N-(2,3-Dioleoyloxy)propyl-N,N,N-trimethylammonium Chloride TCI D5916

Chemical Identity

Other names: DOTAP Chloride · N,N,N-Trimethyl-2,3-bis(oleoyloxy)propan-1-aminium Chloride · N,N,N-Trimethyl-2,3-bis[(9Z)-9-octadecenoyloxy]-1-propanaminium Chloride
CAS No.: 132172-61-3
PubChem: CID 11636182
Formula: C42H80ClNO4
Molecular weight: 698.56 g/mol
Purity: >95.0%(HPLC)
Storage: -20°C
Reference databases: ChemSpider

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 2,3-bis[[(Z)-octadec-9-enoyl]oxy]propyl-trimethylazanium chloride
SMILES: CCCCCCCCC=CCCCCCCCC(=O)OCC(C[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC.[Cl-]
InChIKey: KSXTUUUQYQYKCR-LQDDAWAPSA-M

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N-(2,3-Dioleoyloxy)propyl-N,N,N-trimethylammonium Chloride from TCI (product code D5916) is a cationic lipid widely known as DOTAP chloride. The molecule has a positively charged quaternary ammonium head group and two unsaturated oleic acid chains that form its hydrophobic tail. Because of this amphiphilic structure, DOTAP can self-assemble into liposomes and lipid bilayers in water. In the laboratory it is used to prepare cationic liposomes, nucleic acid delivery systems and lipid nanoparticle formulations, and it also serves as a surface additive for polymer materials.

Researchers choose DOTAP because the quaternary group carries a permanent positive charge, which lets it bind electrostatically to negatively charged molecules such as DNA, RNA and oligonucleotides. The lipid–nucleic acid complexes that form, known as lipoplexes, can interact with cell membranes and help genetic material enter cells. The ester bonds in the oleoyl chains make the lipid biodegradable. The unsaturated oleate chains help keep the resulting membranes fluid, and this fluidity matters for delivery efficiency. Together, these properties make DOTAP a well-established reference lipid for cationic formulation work.

In Indonesia, DOTAP is relevant to biotechnology, pharmaceutical and molecular biology laboratories, as well as research groups that work on drug delivery and nanomaterials. University research centres, pharmaceutical formulation teams and materials science groups can use it to develop liposomes, run transfection studies and explore lipid nanoparticle systems. Groups studying the surface behaviour of polymer materials may also find it a useful cationic additive.

TCI brochures (PDF)

Polymer Additives 2026-04-16 · p. 11

Related TCI products

Cationic liposome preparation: The amphiphilic structure of DOTAP lets it self-assemble into stable bilayer vesicles in water, so it works well as a core lipid for preparing positively charged liposomes.
Nucleic acid delivery and transfection: Its permanent positive charge binds DNA, RNA and oligonucleotides electrostatically into lipoplexes, which can interact with cell membranes and help genetic material enter cells.
Lipid nanoparticle formulation: DOTAP can serve as the cationic component in lipid nanoparticle research, where its biodegradable ester bonds and fluid oleate chains support the development of delivery systems.
Membrane and bilayer model studies: The two unsaturated oleoyl chains keep membranes fluid, which makes DOTAP useful for building model lipid bilayers to study charge, fluidity and membrane interactions.
Polymer surface modification: In materials science, DOTAP can act as a cationic surface additive for polymer materials, adding positive charge and amphiphilic character to modify surface properties.

Brand	TCI (product code D5916)
CAS number	132172-61-3
Molecular formula	—
Purity	—
Category	Materials Science > Polymer/Macromolecule Reagents > Polymer Additives
Pack sizes	available in TCI's standard pack sizes; see the product listing for the current options
Physical form	see the TCI product documentation and certificate of analysis
Storage	follow the storage conditions on the TCI label and Safety Data Sheet

Store DOTAP chloride in its original, tightly closed container in a cool, dry place away from direct light, following the conditions on the TCI label and Safety Data Sheet. The unsaturated oleoyl chains and ester bonds can be sensitive to oxidation and moisture, so keep exposure to air and humidity to a minimum. If you portion the material, use clean, dry glass vials with secure closures. Handle it in a well-ventilated area and wear standard laboratory protective equipment, including gloves, safety glasses and a lab coat. Avoid contact with skin and eyes and avoid creating dust or aerosols. Read the Safety Data Sheet before use and dispose of waste according to local regulations.

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