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1,2-Dimyristoyl-sn-glycero-3-phosphocholine (DMPC; Dimyristoyl phosphatidylcholine)

Cat No.:V74061 Purity: ≥98%
1,2-Dimyristoyl-sn-glycero-3-phosphocholine (DMPC) is a synthetic phospholipid used in liposomes and lipid bilayers.
1,2-Dimyristoyl-sn-glycero-3-phosphocholine (DMPC; Dimyristoyl phosphatidylcholine)
1,2-Dimyristoyl-sn-glycero-3-phosphocholine (DMPC; Dimyristoyl phosphatidylcholine) Chemical Structure CAS No.: 18194-24-6
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
500mg
Other Sizes

Other Forms of 1,2-Dimyristoyl-sn-glycero-3-phosphocholine (DMPC; Dimyristoyl phosphatidylcholine):

  • 1,2-Dimyristoyl-sn-glycero-3-phosphocholine-d58
  • 1,2-Dimyristoyl-sn-glycero-3-phosphocholine-d4
  • 1,2-Dimyristoyl-sn-glycero-3-phosphocholine-d9
  • 1,2-Dimyristoyl-sn-glycero-3-phosphocholine-d13
  • 1,2-Dimyristoyl-sn-glycero-3-phosphocholine-d63
  • 1,2-Dimyristoyl-sn-glycero-3-phosphocholine-d67
  • 100483-63-4
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
1,2-Dimyristoyl-sn-glycero-3-phosphocholine (DMPC) is a synthetic phospholipid used in liposomes and lipid bilayers. 1,2-Dimyristoyl-sn-glycero-3-phosphocholine is used to study lipid monolayers and bilayers.
1,2-Dimyristoyl-sn-glycero-3-phosphocholine (DMPC) is a zwitterionic saturated phospholipid with two myristoyl (C14:0) fatty acyl chains. It has a gel-to-liquid crystalline phase transition temperature of approximately 23-24degC, making it a model membrane lipid extensively used in biophysical studies (e.g., lipid bilayers, lipid rafts) and in the preparation of liposomes for drug delivery.
Biological Activity I Assay Protocols (From Reference)
Targets
None. DMPC is an excipient that forms lipid bilayers, suitable as a membrane model. It interacts with membrane proteins (e.g., GPCRs, ion channels), helping to maintain their native conformation in reconstituted systems.
ln Vitro
DMPC forms stable, well-characterized liposomes and supported lipid bilayers for biophysical and drug delivery studies. The addition of DMPC can enhance the constancy and in vitro antiproliferative effect of the anticancer agent carmofur. DMPC liposomes have been used to encapsulate both hydrophilic and lipophilic drugs, demonstrating controlled release properties.
ln Vivo
DMPC liposomes are biocompatible and biodegradable. In animal models, DMPC-containing formulations have been evaluated for drug delivery applications. For carmofur delivery, DMPC enhances the drug's stability and efficacy in vivo (reference; no detailed data provided). DMPC is widely used as a non-toxic excipient in liposomal drug products due to its favorable safety profile.
Enzyme Assay
DMPC is dissolved in chloroform or ethanol and mixed with other lipids (e.g., cholesterol, DOPC, DSPC). The lipid mixture is dried under nitrogen to form a thin film, which is hydrated with aqueous buffer (PBS, HEPES, 10 mM, pH 7.4) at a temperature above the Tm (>30degC). Multilamellar vesicles (MLVs) are formed, which are then extruded through polycarbonate membranes (50-200 nm pores) to produce large unilamellar vesicles (LUVs). Particle size, polydispersity index (PdI), zeta potential, and encapsulation efficiency are characterized by DLS, fluorescence assays, and cryo-TEM.
Cell Assay
DMPC liposomes are diluted in serum-free or complete medium. Cells (e.g., HeLa, HEK293, RAW264.7) are seeded in 96- or 24-well plates (1-5×10⁴ cells/well) and treated with DMPC liposomes (0.1-5 mg/mL total lipid) for 2-48 h. Cellular uptake is assessed by labeling liposomes with fluorescent lipids (e.g., Rhodamine-DMPE, NBD-PC) and measuring by flow cytometry or confocal microscopy. Cytotoxicity is evaluated by MTT or LDH assays. DMPC typically shows no significant toxicity at tested concentrations (cell viability >90%).
Animal Protocol
DMPC formulations are administered to mice or rats via intravenous (tail vein), intraperitoneal, or subcutaneous routes at lipid doses of 10-100 mg/kg. For biodistribution studies, tissues (liver, spleen, kidney, lung) are harvested at 1, 4, 24, and 48 h post-dose. Liposome content is quantified by HPLC or LC-MS/MS for encapsulated drugs, or by fluorescence for labeled lipids. Drug release and efficacy are evaluated by measuring drug concentration in plasma and tissues or by assessing therapeutic outcomes (e.g., tumor volume).
ADME/Pharmacokinetics
DMPC, as an endogenous-like phospholipid, is metabolized by phospholipase A2 and other lipid-metabolizing enzymes. Following i.v. administration, DMPC liposomes have a circulation half-life of 2-4 h for conventional (non-PEGylated) formulations. DMPC is rapidly cleared by the mononuclear phagocyte system (MPS), primarily in the liver (∼60-80% of dose) and spleen (∼10-20%). DMPC itself does not have a prolonged presence in plasma; its fatty acids are released and enter metabolic pathways.
Toxicity/Toxicokinetics
DMPC is widely considered safe and non-toxic. It is a naturally occurring phospholipid, and its degradation products are endogenous. In vitro, DMPC liposomes show no significant cytotoxicity up to 5 mg/mL. In vivo, single i.v. doses up to 200 mg/kg are well-tolerated in rodents, with no overt signs of toxicity (e.g., no changes in body weight, behavior, or serum biomarkers). DMPC is generally recognized as safe (GRAS) and is used in FDA-approved liposomal products.
References

[1]. Effect of polyols on the DMPC lipid monolayers and bilayers. Biochim Biophys Acta Biomembr. 2018 Nov;1860(11):2166-2174.

Additional Infomation
1,2-Di-O-myristoyl-sn-glycerol-3-phosphate choline is a 1,2-diacyl-sn-glycerol-3-phosphate choline in which the two phosphatidyl groups are designated as tetradecanoyl (myristoyl). It is an antigen and mouse metabolite. It is a 1,2-diacyl-sn-glycerol-3-phosphate choline, phosphatidylcholine 28:0, and tetradecanoate. Dimyristoyl lecithin is a myristylated phosphatidylcholine and a synthetic phospholipid used in liposomes and lipid bilayers with drug delivery properties. A synthetic phospholipid used in liposomes and lipid bilayers for research on biological membranes. See also: Dimyristoyl phosphatidylcholine (note moved to).
DMPC (CAS 18194-24-6, C3₆H₇2NO₈P, MW 677.9) has >97% purity and is a white crystalline powder. DMPC is used as an excipient in pharmaceutical formulations and as a model membrane in biophysical research. Storage at -20degC is required. DMPC is not a drug candidate; it is a research-grade excipient. No direct clinical use beyond its role in approved liposomal formulations has been reported.
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 #
18194-24-6
Related CAS #
1,2-Dimyristoyl-sn-glycero-3-phosphocholine-d58;326495-29-8;1,2-Dimyristoyl-sn-glycero-3-phosphocholine-d4;185906-01-8;1,2-Dimyristoyl-sn-glycero-3-phosphocholine-d9;71479-88-4;1,2-Dimyristoyl-sn-glycero-3-phosphocholine-d13;326495-28-7;1,2-Dimyristoyl-sn-glycero-3-phosphocholine-d63;326495-30-1;1,2-Dimyristoyl-sn-glycero-3-phosphocholine-d67;326495-32-3;(Rac)-1,2-Dimyristoyl-sn-glycero-3-phosphocholine-d72;100483-63-4
PubChem CID
5459377
Appearance
White to off-white solid powder
Boiling Point
> 300ºC
Melting Point
130ºC to 139ºC
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
1
SMILES
CCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC
InChi Key
CITHEXJVPOWHKC-UUWRZZSWSA-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/t34-/m1/s1
Chemical Name
[(2R)-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)
Ethanol: 50 mg/mL (73.75 mM)
DMSO: < 1 mg/mL
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 5 mg/mL (7.38 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 50.0 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: ≥ 5 mg/mL (7.38 mM) (saturation unknown) in 10% EtOH + 90% (20% SBE-β-CD in 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 50.0 mg/mL clear EtOH stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
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.

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Solubility in Formulation 3: ≥ 5 mg/mL (7.38 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 50.0 mg/mL clear EtOH stock solution to 900 μL of corn oil and mix well.


 (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

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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?
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  • 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:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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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