N-[1-(2,3-DIOLEYLOXY)PROPYL]-N,N,N-TRIMETHYLAMMONIUM CHLORIDE
Synonym(s):1,2-dioleoyl-3-trimethylammonium-propane (chloride salt);N-[1-(2,3-Dioleoyloxy)propyl]-N,N,N-trimethylammonium chloride
- CAS NO.:132172-61-3
- Empirical Formula: C42H80ClNO4
- Molecular Weight: 698.56
- MDL number: MFCD01310872
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-07-27 11:17:52
What is N-[1-(2,3-DIOLEYLOXY)PROPYL]-N,N,N-TRIMETHYLAMMONIUM CHLORIDE?
Description
DOTAP, 1,2-Dioleoyl-3-trimethylammonium propane is a di-chain, or gemini, cationic surfactant. DOTAP has been used for in vitro and in vivo nucleic acid and protein delivery.
Chemical properties
White Foam
The Uses of N-[1-(2,3-DIOLEYLOXY)PROPYL]-N,N,N-TRIMETHYLAMMONIUM CHLORIDE
Small unilamellar liposomes containing DOTMA interact spontaneously with DNA to form lipid-DNA complexes with 100% entrapment of DNA. Facilitates fusion of the complex with the plasma membrane of tissue culture cells, resulting in both uptake and
The Uses of N-[1-(2,3-DIOLEYLOXY)PROPYL]-N,N,N-TRIMETHYLAMMONIUM CHLORIDE
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.
What are the applications of Application
1,2-Dioleoyl-3-trimethylammonium-propane, Chloride is a cationic lipid
Biochem/physiol Actions
18:1 TAP (DOTAP) is a cationic lipid structure, used for in vitro and in vivo nucleic acid and protein delivery. The lipid composition and cell type affects the transfection potential of DOTAP(1,2-dioleoyl-3-trimethylammonium-propane). 18:1 TAP (DOTAP) mediates gene knockdown technique in hematopoietic stem cells (HSCs).
Properties of N-[1-(2,3-DIOLEYLOXY)PROPYL]-N,N,N-TRIMETHYLAMMONIUM CHLORIDE
| Melting point: | 35-38°C |
| storage temp. | -20°C |
| solubility | Chloroform (Slightly) |
| form | lyophilized powder |
| color | White to Pale Yellow Low Melting Sticky |
| Stability: | Store in Freezer, Hygroscopic |
Safety information for N-[1-(2,3-DIOLEYLOXY)PROPYL]-N,N,N-TRIMETHYLAMMONIUM CHLORIDE
| Signal word | Danger |
| Pictogram(s) |
![]() Skull and Crossbones Acute Toxicity GHS06 ![]() Health Hazard GHS08 |
| GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H331:Acute toxicity,inhalation H336:Specific target organ toxicity,single exposure; Narcotic effects H351:Carcinogenicity H372:Specific target organ toxicity, repeated exposure H412:Hazardous to the aquatic environment, long-term hazard |
| Precautionary Statement Codes |
P201:Obtain special instructions before use. P273:Avoid release to the environment. P302+P352:IF ON SKIN: wash with plenty of soap and water. P308+P313:IF exposed or concerned: Get medical advice/attention. |
Computed Descriptors for N-[1-(2,3-DIOLEYLOXY)PROPYL]-N,N,N-TRIMETHYLAMMONIUM CHLORIDE
| InChIKey | KSXTUUUQYQYKCR-LQDDAWAPSA-M |
| SMILES | C(C[N+](C)(C)C)(COC(=O)CCCCCCC/C=C\CCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC.[Cl-] |
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