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DPhPC

Cat No.:V43530 Purity: ≥98%
DPhPC is a phospholipid used in the preparation /synthesis of bilayer vesicles.
DPhPC
DPhPC Chemical Structure CAS No.: 207131-40-6
Product category: New3
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
100mg
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Product Description
DPhPC is a phospholipid used in the preparation /synthesis of bilayer vesicles. DPhPC bilayer membranes do not allow ion leakage without pores/ion channels and can be used for the study of channel proteins.
DPhPC (1,2-diphytanoyl-sn-glycero-3-phosphocholine) is a phospholipid used in the preparation of bilayer vesicles and artificial membrane matrices. It has the molecular formula C48H96NO8P and a molecular weight of 846.25 g/mol. DPhPC contains the tetramethylated long-chain (16:0) diphytanic acid at the sn-1 and sn-2 positions. It forms fluid bilayers at room temperature, making it highly useful for single-channel electrophysiology, supported bilayers, and biophysical model systems. DPhPC bilayer membranes do not allow ion leakage without pores or ion channels, making them ideal for studying channel proteins. The lipid is used as a bilayer mimic for electrophysiological measurements. It is stable under mechanical stress but the ester linkages are liable to hydrolysis under acidic or alkaline conditions. DPhPC appears as a colorless to light yellow oil and is stored at -20°C, protected from light, under nitrogen.
Biological Activity I Assay Protocols (From Reference)
Targets
DPhPC does not have a specific pharmacological target as it is a synthetic phospholipid used for membrane studies rather than a drug. Its function is to form stable lipid bilayers that mimic biological membranes for research applications. DPhPC bilayers are highly impermeable to ions in the absence of pores or ion channels, making them ideal for studying channel proteins and membrane structure. The lipid's fluid bilayer properties at room temperature make it suitable for single-channel electrophysiology and supported bilayer studies. The tetramethylated long-chain diphytanic acid groups contribute to the lipid's unique biophysical properties, including increased bilayer thickness and reduced water permeability. DPhPC is used to study the function of membrane proteins, including ion channels and transporters. The lipid's stability and low ion permeability make it a valuable tool for membrane biophysics.
ln Vitro
In vitro, DPhPC is used to form bilayer vesicles and artificial membrane matrices for studying membrane proteins and ion channels. The lipid forms fluid bilayers at room temperature, making it suitable for single-channel electrophysiology and supported bilayer studies. DPhPC bilayers do not allow ion leakage without pores or ion channels, providing a stable platform for measuring channel activity. The lipid is used as a bilayer mimic for electrophysiological measurements. It can be used to study the function of channel proteins and membrane structure. The lipid's stability under mechanical stress makes it suitable for various biophysical techniques. DPhPC is also used in the preparation of supported bilayers and liposomes for drug delivery research. The lipid's properties allow for the study of membrane protein function in a controlled environment.
ln Vivo
DPhPC is not used as a therapeutic agent but rather as a research tool for membrane biophysics and electrophysiology. The lipid is used to prepare bilayer vesicles and artificial membrane matrices for studying channel proteins and membrane structure. In research settings, DPhPC is used to form fluid bilayers at room temperature, making it useful for single-channel electrophysiology, supported bilayers, and biophysical model systems. The lipid's low ion permeability in the absence of pores or ion channels makes it ideal for studying the function of ion channels and transporters. DPhPC is also used in drug delivery research as a component of liposomal formulations. Its stability and biophysical properties make it a valuable tool for membrane research. The compound is not approved for clinical use.
Enzyme Assay
In vitro experiments with DPhPC typically involve the preparation of bilayer vesicles or supported bilayers. For vesicle preparation, DPhPC 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, DPhPC bilayers are formed across an aperture in a partition separating two aqueous compartments. Channel proteins are incorporated into the bilayer, and ion flux is measured using voltage-clamp techniques. For supported bilayers, DPhPC vesicles are deposited onto a solid support such as glass or mica. The lipid is soluble in DMSO at 6.43 mg/mL (7.6 mM). DPhPC is stored at -20°C, protected from light, under nitrogen.
Cell Assay
In vitro cell-based assays using DPhPC are typically performed using liposomes or lipid nanoparticles as delivery vehicles. DPhPC liposomes can be loaded with drugs or other compounds and used to study cellular uptake and drug delivery. The lipid's ability to form stable bilayers makes it suitable for encapsulating hydrophilic and hydrophobic compounds. Cells are incubated with DPhPC liposomes, and cellular uptake is measured using fluorescent or radioactive labels. The lipid's biocompatibility makes it suitable for cell culture applications. DPhPC liposomes can be used to study membrane fusion, endocytosis, and intracellular trafficking. The lipid's stability and low toxicity make it a suitable vehicle for drug delivery research. The compound is stored at low temperature and protected from light.
Animal Protocol
In vivo animal experiments with DPhPC are typically conducted using liposomal formulations for drug delivery studies. DPhPC 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, DPhPC liposomes are used to improve the pharmacokinetics and biodistribution of therapeutic agents. The lipid's stability in biological fluids allows for sustained drug release. DPhPC 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
DPhPC has a molecular weight of 846.25 g/mol and the formula C48H96NO8P. The lipid is soluble in DMSO at 6.43 mg/mL (7.6 mM). For long-term storage, DPhPC is stored at -20°C, protected from light, and under nitrogen. The compound is stable under these conditions for up to 3 years. DPhPC forms fluid bilayers at room temperature, making it suitable for various biophysical applications. The lipid's tetramethylated long-chain diphytanic acid groups contribute to its unique biophysical properties. DPhPC is used as a bilayer mimic for electrophysiological measurements and is stable under mechanical stress. The ester linkages are liable to hydrolysis under acidic or alkaline conditions. The compound is available with a purity of 98% or higher.
Toxicity/Toxicokinetics
The toxicity of DPhPC 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, DPhPC 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.
References

[1]. A gating model for the archeal voltage-dependent K(+) channel KvAP in DPhPC and POPE:POPG decane lipid bilayers. J Mol Biol. 2009 Jul 31;390(5):902-12.

[2]. Vesicle and bilayer formation of diphytanoylphosphatidylcholine (DPhPC) and diphytanoylphosphatidylethanolamine (DPhPE) mixtures and their bilayers' electrical stability. Colloids Surf B Biointerfaces. 2011 Feb 1;82(2):550-61.

Additional Infomation
DPhPC (CAS 207131-40-6) is also known as 1,2-diphytanoyl-sn-glycero-3-phosphocholine and L-Diphytanoylphosphatidylcholine. It has the molecular formula C48H96NO8P and a molecular weight of 846.25 g/mol. The lipid contains the tetramethylated long-chain (16:0) diphytanic acid at the sn-1 and sn-2 positions. DPhPC forms fluid bilayers at room temperature, making it useful for single-channel electrophysiology, supported bilayers, and biophysical model systems. DPhPC bilayer membranes do not allow ion leakage without pores or ion channels, making them ideal for studying channel proteins. The lipid is used as a bilayer mimic for electrophysiological measurements. It is stable under mechanical stress but the ester linkages are liable to hydrolysis under acidic or alkaline conditions. DPhPC appears as a colorless to light yellow oil and is stored at -20°C, protected from light, under nitrogen. The compound is available with a purity of 98% or higher. It is soluble in DMSO at 6.43 mg/mL.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C48H96NO8P
Molecular Weight
846.2515
Exact Mass
845.687
CAS #
207131-40-6
PubChem CID
18656918
Appearance
Colorless to light yellow ointment
LogP
15.8
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
8
Rotatable Bond Count
40
Heavy Atom Count
58
Complexity
1070
Defined Atom Stereocenter Count
1
SMILES
CC(C)CCCC(C)CCCC(C)CCCC(C)CC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CC(C)CCCC(C)CCCC(C)CCCC(C)C
InChi Key
UKDDQGWMHWQMBI-SOFRWFQSSA-N
InChi Code
InChI=1S/C48H96NO8P/c1-38(2)20-14-22-40(5)24-16-26-42(7)28-18-30-44(9)34-47(50)54-36-46(37-56-58(52,53)55-33-32-49(11,12)13)57-48(51)35-45(10)31-19-29-43(8)27-17-25-41(6)23-15-21-39(3)4/h38-46H,14-37H2,1-13H3/t40?,41?,42?,43?,44?,45?,46-/m1/s1
Chemical Name
[(2R)-2,3-bis(3,7,11,15-tetramethylhexadecanoyloxy)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: (1). This product requires protection from light (avoid light exposure) during transportation and storage.  (2). Please store this product in a sealed and protected environment (e.g. under nitrogen), 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)
DMSO : ~3.57 mg/mL (~4.22 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).
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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).
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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 1.1817 mL 5.9084 mL 11.8168 mL
5 mM 0.2363 mL 1.1817 mL 2.3634 mL
10 mM 0.1182 mL 0.5908 mL 1.1817 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:

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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)
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  • 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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  • 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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