1,2-Dioleoyl-3-trimethylammonium-propane (chloride salt) , commonly referred to as DOTAP chloride, is a cationic lipid widely recognized for its role in nucleic acid delivery. Structurally, the molecule features a quaternary ammonium headgroup that carries a permanent positive charge, two 18‑carbon oleoyl (C18:1) chains each containing one cis‑double bond, and a chloride counterion that balances the overall charge. The unsaturated fatty acid tails introduce kinks into the acyl chains, increasing membrane fluidity and promoting liposomal fusion with cellular membranes. The chloride salt form of 1,2-Dioleoyl-3-trimethylammonium-propane (chloride salt) is the preferred formulation for biological applications, as the chloride counterion ensures aqueous solubility and compatibility with physiological conditions—unlike poorly soluble iodide salt forms. This combination of permanent cationic charge and flexible unsaturated tails makes 1,2-Dioleoyl-3-trimethylammonium-propane (chloride salt) an exceptionally effective building block for formulating liposomes and lipid nanoparticles (LNPs) for gene delivery applications.
1,2-Dioleoyl-3-trimethylammonium-propane (chloride salt) is widely used as a transfection reagent for delivering DNA, mRNA, and siRNA into eukaryotic cells. Its permanent positive charge enables electrostatic complexation with negatively charged nucleic acid backbones, forming stable lipoplexes that protect the genetic payload from enzymatic degradation while promoting cellular uptake via endocytosis. 1,2-Dioleoyl-3-trimethylammonium-propane (chloride salt) can function as an excipient for both transient and stable transfection of plasmids and modified nucleic acids, often without the need for helper lipids. 1,2-Dioleoyl-3-trimethylammonium-propane (chloride salt) is also valued for its membrane‑fusion properties; co‑formulation with DOPE enhances endosomal escape efficiency. Additionally, 1,2-Dioleoyl-3-trimethylammonium-propane (chloride salt) is utilized in vaccine delivery, gene therapy research, and as a SORT (Selective Organ Targeting) molecule to modulate LNP organ tropism.
Not applicable (permanently charged quaternary ammonium)
Storage Condition
–20 °C, protected from light, sealed, dry
Stability
Stable under recommended storage conditions; avoid repeated freeze-thaw cycles
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Product Advantages
1. Permanent Cationic Charge for Superior Nucleic Acid Complexation
1,2-Dioleoyl-3-trimethylammonium-propane (chloride salt) carries a permanent positive charge on its quaternary ammonium headgroup, enabling strong electrostatic binding to negatively charged nucleic acids (DNA, mRNA, siRNA) regardless of pH. This property ensures consistent lipoplex formation across physiological conditions.
2. Unsaturated Tails for Enhanced Membrane Fusion
The two oleoyl (18:1) tails contain cis‑double bonds that introduce structural kinks, increasing membrane fluidity and promoting fusion with cellular membranes. This flexibility translates into higher transfection efficiency compared to saturated cationic lipids.
3. Proven Track Record in Gene Delivery
1,2-Dioleoyl-3-trimethylammonium-propane (chloride salt) has been extensively validated for delivering DNA, RNA, and other negatively charged molecules into eukaryotic cells. It is effective both in the presence and absence of serum and supports transient or stable gene expression.
4. Well‑Characterized SORT Lipid
1,2-Dioleoyl-3-trimethylammonium-propane (chloride salt) is a key component in the SORT (Selective Organ Targeting) lipid nanoparticle platform, enabling modulation of LNP biodistribution to liver, lung, and other tissues. The permanent cationic charge of 1,2-Dioleoyl-3-trimethylammonium-propane (chloride salt) provides tunable endosomal escape properties that are critical for effective nucleic acid delivery.
5. Biocompatible and Widely Adopted
1,2-Dioleoyl-3-trimethylammonium-propane (chloride salt) offers good biocompatibility and has been successfully used in numerous preclinical gene therapy and vaccine studies. The chloride salt form provides superior aqueous handling compared to alternative halide formulations.
Storage Conditions
Store 1,2-Dioleoyl-3-trimethylammonium-propane (chloride salt) in a tightly sealed, light‑protected container at –20 °C. The compound is stable under these conditions; however, repeated freeze‑thaw cycles should be avoided to maintain product integrity.
Handling precautions: Dissolve the lipid in organic solvents such as DMSO, ethanol, or chloroform for formulation into liposomes or LNPs. Use in a well‑ventilated area with appropriate personal protective equipment (lab coat, safety goggles, gloves). Avoid contact with strong oxidizing agents. For research use only; not intended for diagnostic or therapeutic applications.
Shipping: The product is typically shipped on wet ice or at ambient temperature depending on destination and carrier requirements.
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