yingweiwo

1,2-DImyristoyl-rac-glycero-3-phosphocholine

Cat No.:V73459 Purity: ≥98%
1,2-DImyristoyl-rac-glycero-3-phosphocholine (DMPC) is a zwitterionic phospholipid chosen for simple eukaryotic cell membranes, mimicking the neutral charge of the eukaryotic plasma membrane surface.
1,2-DImyristoyl-rac-glycero-3-phosphocholine
1,2-DImyristoyl-rac-glycero-3-phosphocholine Chemical Structure CAS No.: 18656-38-7
Product category: Liposome
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
250mg
Other Sizes
Official Supplier of:
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text

 

  • Business Relationship with 5000+ Clients Globally
  • Major Universities, Research Institutions, Biotech & Pharma
  • Citations by Top Journals: Nature, Cell, Science, etc.
Top Publications Citing lnvivochem Products
Product Description
1,2-DImyristoyl-rac-glycero-3-phosphocholine (DMPC) is a zwitterionic phospholipid chosen for simple eukaryotic cell membranes, mimicking the neutral charge of the eukaryotic plasma membrane surface.
1,2-DImyristoyl-rac-glycero-3-phosphocholine (DMPC) (CAS#: 18656-38-7) is a zwitterionic synthetic phospholipid. It is a phosphatidylcholine with myristoyl (tetradecanoyl) acyl groups at the sn-1 and sn-2 positions. DMPC is used in the formulation of liposomes and lipid bilayers to mimic simple eukaryotic cell membranes and for drug delivery research. It is also used as an excipient to solubilize drugs for injection.
Biological Activity I Assay Protocols (From Reference)
Targets
DMPC does not have a pharmacological target; it is a formulation excipient and membrane model component. As a zwitterionic phospholipid, DMPC has a neutral charge at physiological pH, mimicking the neutral charge of the eukaryotic plasma membrane surface. It can form liposomes and lipid bilayers with a hydrophobic core to encapsulate lipophilic drugs while maintaining a hydrophilic outer surface to allow solubility in aqueous environments. DMPC is not an active pharmaceutical ingredient.
ln Vitro
In vitro, DMPC is used as a membrane model for studying protein-lipid interactions, membrane structure, and dynamics. It forms stable lipid bilayers and liposomes that can be used for drug encapsulation, membrane protein reconstitution, and biophysical characterization. DMPC is often used as a component in liposomal drug delivery systems to enhance the solubility, stability, and bioavailability of poorly water-soluble drugs. It is also used in commercial drug preparations to solubilize drugs for injection.
ln Vivo
In vivo, DMPC is used as an excipient in liposomal drug formulations. As a phospholipid, it can be administered as part of liposome-based drug delivery systems to improve the pharmacokinetics and biodistribution of encapsulated drugs. Liposomes containing DMPC can prolong circulation time and reduce drug toxicity. DMPC is not active itself and has no therapeutic indication. It is widely used in the development of liposomal formulations for cancer chemotherapy, antifungal therapy, and other applications.
Enzyme Assay
For liposome preparation, DMPC is dissolved in chloroform or another organic solvent at a concentration of 5-20 mg/mL. The lipid solution is dried under a stream of nitrogen or argon to form a thin film on the walls of a round-bottom flask. Residual solvent is removed under vacuum (e.g., rotavapor) for at least 30 minutes. The lipid film is hydrated with an aqueous buffer (e.g., PBS, pH 7.4) at a temperature above the phase transition temperature of DMPC (e.g., 37-50degC) to form multilamellar vesicles (MLVs). The suspension is sonicated or extruded through polycarbonate membranes (e.g., 100 nm pore size) to produce unilamellar liposomes of uniform size. Particle size is measured by dynamic light scattering (DLS). For drug encapsulation, a drug solution is added during the hydration step. Unencapsulated drug is removed by dialysis or ultracentrifugation. Encapsulation efficiency is determined by HPLC or spectrophotometry.
Cell Assay
For cell-based assays, liposomes containing DMPC are added to cells at various concentrations (e.g., 10-200 ug lipid/mL). Cellular uptake of encapsulated fluorescent markers (e.g., FITC-dextran) can be assessed by flow cytometry or confocal microscopy. Cytotoxicity is measured by MTT or LDH assay.
Animal Protocol
For in vivo studies, DMPC liposomes are prepared in sterile PBS or sucrose buffer. Typically, a lipid concentration of 10-50 mg/kg is administered intravenously (tail vein) to rodents. The pharmacokinetics and biodistribution of encapsulated drugs can be evaluated by measuring drug concentrations in blood and tissues (liver, spleen, lungs, kidneys) by HPLC or LC-MS/MS. Liposomal formulations can prolong the circulation half-life of encapsulated drugs compared to free drug. Efficacy studies are performed in disease models using drug-loaded liposomes. DMPC itself is not the active therapeutic.
ADME/Pharmacokinetics
Pharmacokinetic data for DMPC itself are not relevant as it is an excipient. When formulated into liposomes, the overall pharmacokinetic properties of the liposomal system are governed by the properties of the liposome (size, surface charge, PEGylation). DMPC liposomes are generally cleared by the reticuloendothelial system (RES), primarily in the liver and spleen. The half-life of conventional DMPC liposomes is relatively short (minutes to hours), but it can be prolonged by incorporating PEGylated lipids. DMPC has a molecular weight of 677.93, a molecular formula of C36H72NO8P, and an XLogP of 8.75, indicating high lipophilicity. It should be stored at -20degC as a powder, protected from moisture and oxidation.
Toxicity/Toxicokinetics
DMPC is considered non-toxic and is generally recognized as safe for use in pharmaceutical formulations. In cell-based assays, DMPC liposomes show minimal cytotoxicity at concentrations up to 200 ug/mL. In vivo, DMPC liposomes are well tolerated at doses up to 100 mg/kg. There are no reports of significant organ toxicity. DMPC is not an active drug and has no indication. It is listed as an inactive ingredient in FDA-approved drug products.
References

[1]. Antituberculosis Drug Interactions with Membranes: A Biophysical Approach Applied to Bedaquiline. Membranes (Basel). 2019;9(11):141. Published 2019 Oct 30. doi:10.3390/membranes9110141.

Additional Infomation
Dimyristicophosphatidylcholine is a phosphatidylcholine in which the phosphatidyl group is designated as tetradecanoyl (myristicoyl). It is a synthetic phospholipid used in liposomes and lipid bilayers for the study of biological membranes. It is used in commercial pharmaceutical formulations to solubilize injectable drugs. A synthetic phospholipid for liposomes and lipid bilayers for the study of biological membranes.
Drug Indications
DL-Dimyristicophosphatidylcholine is not an active pharmaceutical ingredient and has no indications.
Mechanism of Action
As a phospholipid, DL-Dimyristicophosphatidylcholine can form micelles with a hydrophobic core to encapsulate lipophilic drugs while maintaining a hydrophilic outer layer, thereby improving the solubility of the drug in the aqueous environment of the blood or gastrointestinal tract.
Pharmacodynamics
DL-Dimyristicophosphatidylcholine is a water-soluble phospholipid used to solubilize injectable drugs.
DMPC is a research-grade synthetic phospholipid and is not an active drug. It is widely used in liposome research, drug delivery systems, and membrane biophysics studies. Its phase transition temperature is approximately 23degC. It is a component of some commercial liposomal drug formulations (e.g., liposomal amphotericin B) and is used to solubilize poorly water-soluble drugs for injection. The CAS number is 18656-38-7. Store at -20degC as a powder, protected from moisture. The compound should be handled under inert atmosphere (N2 or Ar) to prevent oxidation.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C36H72NO8P
Molecular Weight
677.93
Exact Mass
677.499
CAS #
18656-38-7
PubChem CID
26197
Appearance
White to off-white solid powder
LogP
8.75
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
8
Rotatable Bond Count
36
Heavy Atom Count
46
Complexity
765
Defined Atom Stereocenter Count
0
SMILES
CCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC
InChi Key
CITHEXJVPOWHKC-UHFFFAOYSA-N
InChi Code
InChI=1S/C36H72NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-35(38)42-32-34(33-44-46(40,41)43-31-30-37(3,4)5)45-36(39)29-27-25-23-21-19-17-15-13-11-9-7-2/h34H,6-33H2,1-5H3
Chemical Name
2,3-di(tetradecanoyloxy)propyl 2-(trimethylazaniumyl)ethyl phosphate
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)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
View More

Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
View More

Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.4751 mL 7.3754 mL 14.7508 mL
5 mM 0.2950 mL 1.4751 mL 2.9502 mL
10 mM 0.1475 mL 0.7375 mL 1.4751 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
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
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:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
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.
/

Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • 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.)
+
+
+

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.

Contact Us