yingweiwo

1,2-Dioleoyl-sn-glycero-3-phosphate, sodium salt

Alias: 1,2-dioleoyl-sn-glycero-3-phosphate (sodium salt); DOPA; PA(18:1(9Z)/18:1(9Z));DOPA-NA
Cat No.:V43576 Purity: ≥98%
1,2-Dioleoyl-sn-glycero-3-phosphate sodium salt (18:1 PA) is an anionic lipid that may be utilized to prepare liposomes, micelles, and artificial membranes.
1,2-Dioleoyl-sn-glycero-3-phosphate, sodium salt
1,2-Dioleoyl-sn-glycero-3-phosphate, sodium salt Chemical Structure CAS No.: 108392-02-5
Product category: New3
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
10mg
50mg
100mg
250mg
500mg
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-Dioleoyl-sn-glycero-3-phosphate sodium salt (18:1 PA) is an anionic lipid that may be utilized to prepare liposomes, micelles, and artificial membranes.
1,2-Dioleoyl-sn-glycero-3-phosphate, sodium salt (DOPA) is a phospholipid that consists of a glycerol backbone with two oleic acid chains at the sn-1 and sn-2 positions and a phosphate group at the sn-3 position. It has the molecular formula C39H72NaO8P and a molecular weight of approximately 722.95 g/mol. DOPA is a negatively charged phospholipid that is commonly used in the preparation of liposomes and lipid bilayers for biophysical and biochemical studies. The compound is a member of the phosphatidic acid family and is used to mimic biological membranes. DOPA is soluble in chloroform and other organic solvents and can be used to prepare lipid films for vesicle formation. The compound is typically stored at -20°C and protected from light. DOPA is intended for research use only and is not approved for clinical use.
Biological Activity I Assay Protocols (From Reference)
Targets
1,2-Dioleoyl-sn-glycero-3-phosphate, sodium salt does not have a specific pharmacological target as it is a phospholipid used for membrane studies rather than a drug. Its function is to form lipid bilayers and vesicles that mimic biological membranes for research applications. The negatively charged phosphate group provides the lipid with anionic properties, making it useful for studying membrane interactions with charged molecules. DOPA is used to study the structure and function of membrane proteins, including ion channels, transporters, and receptors. The lipid's oleic acid chains provide fluidity to the bilayer, mimicking the properties of biological membranes. DOPA is also used in drug delivery research as a component of liposomal formulations. The compound's ability to form stable bilayers makes it suitable for various biophysical techniques including surface plasmon resonance, Langmuir-Blodgett films, and electrophysiology.
ln Vitro
1,2-Dioleoyl-sn-glycero-3-sodium phosphate (DOPA) is capable of being utilized to create Zol-Ca composite nanoparticle molecules, which will increase Zol's hydrophobicity and improve its distribution in mice tumor models [1]. Hi, When used in conjunction with the fluorescent dye calcium phosphate, 2-Dioleoyl-sn-glycero-3-phosphate sodium salt (DOPA) can improve the dye's capacity to bind to bacterial surfaces, transfer fluorescent groups, and activate S. aureus biofilms, hence improving biofilm staining [2].
In vitro, 1,2-Dioleoyl-sn-glycero-3-phosphate, sodium salt is used to prepare liposomes and lipid bilayers for studying membrane proteins and lipid interactions. The lipid forms fluid bilayers at physiological temperatures due to the unsaturated oleic acid chains. DOPA is used to create supported lipid bilayers on solid surfaces for biophysical studies. The negatively charged headgroup allows for the study of electrostatic interactions with proteins and other molecules. DOPA liposomes are used to encapsulate drugs or other compounds for delivery studies. The lipid is also used in studies of membrane fusion, as phosphatidic acid is involved in membrane fusion processes. In enzyme assays, DOPA is used as a substrate for phospholipases and other lipid-modifying enzymes. The compound's properties make it suitable for studying the structure and function of membrane-associated proteins.
ln Vivo
In vivo, 1,2-Dioleoyl-sn-glycero-3-phosphate, sodium salt is not used as a therapeutic agent but as a research tool for studying lipid metabolism and membrane biology. The compound may be used in animal studies as a component of liposomal drug delivery systems. DOPA liposomes can be administered intravenously, intraperitoneally, or via other routes to deliver encapsulated drugs. The lipid's biocompatibility makes it suitable for in vivo applications. In studies of lipid metabolism, DOPA may be administered to animals to study its metabolism and effects on lipid homeostasis. The compound is also used in studies of phosphatidic acid signaling, as phosphatidic acid is a lipid second messenger involved in various cellular processes. The compound is not approved for clinical use and is intended for research applications only.
Enzyme Assay
In vitro experiments with 1,2-Dioleoyl-sn-glycero-3-phosphate, sodium salt typically involve preparing lipid films or liposomes. The lipid is dissolved in chloroform or other organic solvent, and the solvent is evaporated to form a thin lipid film. The film is hydrated with aqueous buffer to form multilamellar vesicles, which can be further processed by extrusion to form unilamellar vesicles. For electrophysiological measurements, DOPA bilayers are formed across an aperture in a partition separating two aqueous compartments. For supported bilayers, DOPA vesicles are deposited onto a solid support such as glass or mica. The lipid's properties make it suitable for various biophysical techniques. The compound is soluble in chloroform and other organic solvents. For long-term storage, the lipid is kept at -20°C and protected from light.
Cell Assay
In vitro cell-based assays using 1,2-Dioleoyl-sn-glycero-3-phosphate, sodium salt are typically performed using liposomes or lipid nanoparticles as delivery vehicles or membrane models. DOPA liposomes can be loaded with drugs or other compounds and used to study cellular uptake and drug delivery. Cells are incubated with DOPA liposomes, and cellular uptake is measured using fluorescent or radioactive labels. The lipid's biocompatibility makes it suitable for cell culture applications. DOPA liposomes can be used to study membrane fusion, endocytosis, and intracellular trafficking. The lipid's negatively charged headgroup allows for the study of electrostatic interactions with cell surface proteins. The compound's effects on cell viability and function should be assessed to ensure compatibility with cellular assays. The lipid is typically stored at -20°C and protected from light.
Animal Protocol
In vivo animal experiments with 1,2-Dioleoyl-sn-glycero-3-phosphate, sodium salt are typically conducted using liposomal formulations for drug delivery studies. DOPA liposomes can be administered intravenously, intraperitoneally, or via other routes to deliver encapsulated drugs. The lipid's biocompatibility and low toxicity make it suitable for in vivo applications. In drug delivery studies, DOPA liposomes are used to improve the pharmacokinetics and biodistribution of therapeutic agents. The lipid's stability in biological fluids allows for sustained drug release. DOPA liposomes can be targeted to specific tissues or cells by incorporating targeting ligands. The compound is not used as a therapeutic agent itself but as a component of drug delivery systems. Dosing and administration protocols depend on the specific drug being delivered and the experimental design.
ADME/Pharmacokinetics
1,2-Dioleoyl-sn-glycero-3-phosphate, sodium salt has a molecular weight of approximately 722.95 g/mol and the formula C39H72NaO8P. The lipid is soluble in chloroform and other organic solvents. For long-term storage, the compound is kept at -20°C and protected from light. The lipid forms fluid bilayers at physiological temperatures due to the unsaturated oleic acid chains. The negatively charged phosphate group provides the lipid with anionic properties. The compound is used to prepare liposomes and lipid bilayers for biophysical and biochemical studies. DOPA is a member of the phosphatidic acid family and is used to mimic biological membranes. The compound is intended for research use only and is not approved for clinical use. Its stability and properties make it a valuable tool for membrane research.
Toxicity/Toxicokinetics
The toxicity of 1,2-Dioleoyl-sn-glycero-3-phosphate, sodium salt is low as it is a naturally occurring phospholipid analog used in research applications. The compound is intended for research use only and is not for human use. Standard laboratory safety precautions should be followed when handling the compound, including the use of gloves and eye protection. The lipid is biocompatible and has been used in various drug delivery studies without significant toxicity. In cell culture applications, DOPA liposomes are generally well-tolerated. The compound is not classified as a hazardous substance. Safety data sheets recommend standard handling procedures for research chemicals. The lipid's low toxicity makes it suitable for in vivo applications as a component of drug delivery systems. The compound's effects on cell viability and function should be assessed for specific applications.
References

[1]. Reverse Microemulsion-Based Synthesis of (Bis)phosphonate-Metal Materials with Controllable Physical Properties: An Example Using Zoledronic Acid-Calcium Complexes.

[2]. Delivery of fluorophores by calcium phosphate-coated nanoliposomes and interaction with Staphylococcus aureus biofilms. Colloids Surf B Biointerfaces. 2016 Jun 1;142:214-222.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C39H72NAO8P
Molecular Weight
722.9605
Exact Mass
744.468
Elemental Analysis
C, 64.79; H, 10.04; Na, 3.18; O, 17.70; P, 4.28
CAS #
108392-02-5
Related CAS #
61617-08-1 (free acid);108392-02-5 (sodium);
PubChem CID
131865588
Appearance
Colorless to light yellow ointment
LogP
12.502
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
8
Rotatable Bond Count
38
Heavy Atom Count
49
Complexity
838
Defined Atom Stereocenter Count
1
SMILES
CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)(O)[O-])OC(=O)CCCCCCC/C=C\CCCCCCCC.[Na+]
Synonyms
1,2-dioleoyl-sn-glycero-3-phosphate (sodium salt); DOPA; PA(18:1(9Z)/18:1(9Z));DOPA-NA
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 (e.g. under nitrogen), avoid exposure to moisture and light.
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)
MEthanol : ~10 mg/mL (~13.83 mM)
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 1.3832 mL 6.9160 mL 13.8320 mL
5 mM 0.2766 mL 1.3832 mL 2.7664 mL
10 mM 0.1383 mL 0.6916 mL 1.3832 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