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DOTAP mesylate

Cat No.:V65355 Purity: ≥98%
DOTAP mesylate is a biochemical compound that may be utilized as a biomaterial or organic/chemical reagent for biomedical research.
DOTAP mesylate
DOTAP mesylate Chemical Structure CAS No.: 252769-92-9
Product category: Biochemical Assay Reagents
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
50mg
Other Sizes
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Product Description
DOTAP mesylate is a biochemical compound that may be utilized as a biomaterial or organic/chemical reagent for biomedical research.
DOTAP mesylate (CAS 252769-92-9) is a cationic lipid, chemically defined as N-[1-(2,3-dioleoyloxy)propyl]-N,N,N-trimethylammonium methyl sulfate, with a molecular weight of 758.2 g/mol and the formula C₄₃H₈₃NO₇S. It is a biochemical reagent widely used in gene delivery and transfection studies. DOTAP mesylate facilitates the formation of liposomes that can encapsulate DNA, RNA, or other genetic material, enabling their efficient delivery into cells. The compound is known for its efficiency in transfecting cells, making it a valuable tool in molecular biology.
Biological Activity I Assay Protocols (From Reference)
Targets
As a cationic lipid transfection reagent, DOTAP mesylate does not have specific biological receptors as its primary targets. Its mechanism of action involves electrostatic interactions with negatively charged nucleic acids, forming stable complexes called liposomes. These liposomes can fuse with cell membranes, facilitating the delivery of genetic material into the cytoplasm. The compound's positive charge is essential for its interaction with nucleic acids and cellular membranes. Its primary applications are as a transfection reagent for molecular biology and gene therapy research.
ln Vitro
In vitro, DOTAP mesylate is used as a cationic lipid transfection reagent for the delivery of DNA, RNA, oligonucleotides, ribonucleoprotein particles, and proteins into cultured cells. It helps to avoid problems commonly associated with transfection, such as cytotoxicity and low efficiency. The compound exhibits good biocompatibility and low toxicity, which are critical factors for its use in biomedical research. Cellular assays typically evaluate its transfection efficiency, cytotoxicity, and ability to deliver various types of genetic material.
ln Vivo
In vivo, DOTAP mesylate is used in preclinical studies for gene therapy and drug delivery applications. Cationic liposomes containing DOTAP mesylate can be administered via various routes, including intravenous injection, to deliver therapeutic nucleic acids to target tissues. The compound's biocompatibility and low toxicity make it suitable for in vivo applications. Its ability to facilitate efficient delivery of genetic material has been demonstrated in various animal models. The compound is classified for research use only and is not intended for human therapeutic applications without further development.
Enzyme Assay
In vitro enzyme/receptor binding assays are not typically performed with DOTAP mesylate, as it is a transfection reagent rather than a receptor-targeting agent. However, the compound's interaction with nucleic acids and cell membranes can be studied using biophysical techniques. A typical protocol involves preparing liposomes by mixing DOTAP mesylate with lipids in organic solvents, followed by solvent evaporation and hydration. Nucleic acids are complexed with the liposomes at various charge ratios. Complex formation is assessed by agarose gel electrophoresis or dye exclusion assays. Cellular uptake is evaluated using fluorescently labeled nucleic acids and flow cytometry or fluorescence microscopy.
Cell Assay
Cellular assays for DOTAP mesylate typically evaluate its transfection efficiency and cytotoxicity. A standard protocol involves culturing mammalian cell lines (e.g., HEK293, HeLa) in growth medium at 37°C with 5% CO₂. Cells are seeded in multi-well plates and allowed to reach 70-80% confluency. DOTAP mesylate liposomes complexed with reporter plasmids (e.g., GFP, luciferase) or siRNA are prepared at various charge ratios and added to cells. After 4-6 hours, the medium is replaced with fresh growth medium. Transfection efficiency is assessed after 24-48 hours by measuring reporter gene expression (e.g., fluorescence microscopy, luciferase assay). Cytotoxicity is assessed using MTT or LDH release assays.
Animal Protocol
In vivo animal studies for DOTAP mesylate typically evaluate its potential as a gene delivery vehicle. A common protocol involves preparing DOTAP mesylate liposomes complexed with therapeutic nucleic acids. The complexes are administered to rodents via intravenous, intratumoral, or intramuscular injection. Tissue distribution and gene expression are assessed by measuring reporter gene activity or therapeutic efficacy in disease models. Biodistribution studies may involve radiolabeling the liposomes or nucleic acids. Pharmacokinetics, toxicity, and immunogenicity are evaluated using standard assays. The compound's transfection efficiency and safety profile are assessed in appropriate animal models.
ADME/Pharmacokinetics
Pharmacokinetic data for DOTAP mesylate is limited, as it is primarily a research reagent. The compound has a molecular weight of 758.2 g/mol and a molecular formula of C₄₃H₈₃NO₇S. It is a solid at room temperature and is typically stored at -20°C. When formulated as liposomes, its pharmacokinetics are determined by the liposome properties, including size, charge, and surface modification. Cationic liposomes are typically cleared by the reticuloendothelial system and accumulate in the liver and spleen. Specific ADME data for DOTAP mesylate is limited and depends on the formulation.
Toxicity/Toxicokinetics
DOTAP mesylate is generally considered to have low toxicity for in vitro transfection applications. The compound is classified for research use only and is not intended for human or veterinary therapeutic applications. Standard safety precautions include handling with appropriate personal protective equipment in a well-ventilated area. The compound should be stored in a dry, cool place away from incompatible materials. Acute toxicity data is limited. As with all research chemicals, appropriate laboratory safety practices should be followed. No specific LD₅₀ values or detailed toxicological profiles are available in the public domain.
Additional Infomation
DOTAP mesylate (CAS 252769-92-9) is a cationic lipid transfection reagent with the molecular formula C₄₃H₈₃NO₇S. It is chemically defined as N-[1-(2,3-dioleoyloxy)propyl]-N,N,N-trimethylammonium methyl sulfate. The compound is used for the formation of positively charged liposomes for gene delivery and drug delivery applications. It exhibits good biocompatibility and low toxicity. DOTAP mesylate is classified as a research-use-only compound and is available from multiple commercial suppliers. No clinical trials or approved drug status exist for this compound as it is not a therapeutic agent.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C43H83NO7S
Molecular Weight
758.19
Exact Mass
757.589
CAS #
252769-92-9
PubChem CID
5702610
Appearance
White to off-white solid powder
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
37
Heavy Atom Count
52
Complexity
833
Defined Atom Stereocenter Count
0
SMILES
CCCCCCCC/C=C\CCCCCCCC(=O)OCC(C[N+](C)(C)C)OC(=O)CCCCCCC/C=C\CCCCCCCC.CS(=O)(=O)[O-]
InChi Key
APGRDDRQPNSEQY-LQDDAWAPSA-M
InChi Code
InChI=1S/C42H80NO4.CH4O3S/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;1-5(2,3)4/h20-23,40H,6-19,24-39H2,1-5H3;1H3,(H,2,3,4)/q+1;/p-1/b22-20-,23-21-;
Chemical Name
2,3-bis[[(Z)-octadec-9-enoyl]oxy]propyl-trimethylazanium;methanesulfonate
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
Ethanol: 33.33 mg/mL (43.96 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (3.30 mM) (saturation unknown) in 10% EtOH + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear EtOH stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (3.30 mM) (saturation unknown) in 10% EtOH + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear EtOH stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.3189 mL 6.5947 mL 13.1893 mL
5 mM 0.2638 mL 1.3189 mL 2.6379 mL
10 mM 0.1319 mL 0.6595 mL 1.3189 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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