Details
Stereochemistry | RACEMIC |
Molecular Formula | C42H80NO4.Cl |
Molecular Weight | 698.542 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 2 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[Cl-].CCCCCCCC\C=C/CCCCCCCC(=O)OCC(C[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCCCC
InChI
InChIKey=KSXTUUUQYQYKCR-LQDDAWAPSA-M
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-;
Molecular Formula | C42H80NO4 |
Molecular Weight | 663.0889 |
Charge | 1 |
Count |
|
Stereochemistry | MIXED |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 2 |
Optical Activity | ( + / - ) |
Molecular Formula | ClH |
Molecular Weight | 36.461 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
The DOTAP (N-[1-(2,3-Dioleoyloxy)propyl]-N,N,N-trimethylammonium methyl-sulfate) is a liposomal transfection reagent suitable for transient and stable transfection of mammalian cell lines with DNA (plasmids, bacmids) and modified nucleic acids (antisense oligonucleotides). Mixing DOTAP with DNA results in spontaneously formed stable complexes. These complexes can be added directly to the tissue culture medium. This method avoiding the cytotoxic effects commonly encountered with lipofection or others transfection methods. The recently published article described the ability of R-DOTAP stabilized microparticles (MP) to act as a carrier platform for antigens e.g. for cancer vaccination. It was investigated whether or not a combination of R-DOTAP and PLGA leads to a boosted adjuvant effect in dendritic cell maturation.
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
Intracellular trafficking mechanism of cationic phospholipids including cationic liposomes in HeLa cells. | 2014 Jul |
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B Cells Produce Type 1 IFNs in Response to the TLR9 Agonist CpG-A Conjugated to Cationic Lipids. | 2017 Aug 1 |
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Multifunctional peptide-lipid nanocomplexes for efficient targeted delivery of DNA and siRNA into breast cancer cells. | 2017 Sep 1 |
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/19503805
Freshly isolated CD34+ cells were resuspended in RPMI-1640 supplemented with the agents used to generate immunogenic dendritic cells. Immediately after treatment, cells were subjected to transfection using a predesigned siRNA targeting the CatS gene. The procedure, run in a 24-well plate format via triplicate tests, was implemented using a 25 nM final siRNA concentration. Each well-contained cells in a volume of 500 uL. The siRNAs were combined with DOTAP and maintained for 30 minutes at room temperature to form complexes. The mixture (50 uL) was then overlaid dropwise on the cell cultures. Following 4-hour incubation, 1.2 mL of RPMI-1640 containing 10% FCS and differentiating agents was added to each well. To ensure silencing of genes for the entire 14-day differentiation process, cells were centrifuged, resuspended in 500 L of cytokine-enriched culture medium and exposed to a second (day 3) and third (day 9) transfection round under the same experimental conditions.
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 10:55:30 GMT 2023
by
admin
on
Sat Dec 16 10:55:30 GMT 2023
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Record UNII |
3R78UC794Z
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Record Status |
Validated (UNII)
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Record Version |
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11636182
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3R78UC794Z
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132172-61-3
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admin on Sat Dec 16 10:55:30 GMT 2023 , Edited by admin on Sat Dec 16 10:55:30 GMT 2023
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