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Dodecylphosphocholine

Alias: DDPPC; DPC; Dodecylphosphocholine
Cat No.:V20170 Purity: ≥98%
Dodecylphosphocholine is a detergent extensively used in nuclear magnetic resonance (NMR) studies of membrane proteins.
Dodecylphosphocholine
Dodecylphosphocholine Chemical Structure CAS No.: 29557-51-5
Product category: New1
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 Dodecylphosphocholine:

  • Dodecylphosphocholine-d38
  • Dodecylphosphocholine-d25
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Dodecylphosphocholine is a detergent extensively used in nuclear magnetic resonance (NMR) studies of membrane proteins.
Dodecylphosphocholine (CAS 29557-51-5) is a zwitterionic detergent commonly used in biochemical and biophysical research. It is a phosphocholine derivative characterized by a 12-carbon hydrophobic chain and a polar phosphocholine headgroup.
Biological Activity I Assay Protocols (From Reference)
Targets
Dodecylphosphocholine is a detergent widely utilized in NMR studies of membrane proteins. It is known for its ability to solubilize membrane proteins while maintaining their native structure and functionality. It is also a substrate-type inhibitor of pancreas phospholipase A2.
ln Vitro
By using NMR spectroscopy, laudecylphosphocholine micelles can be utilized to characterize the pore formation of the influenza M2 transmembrane (M2TM) domain [2].
Dodecylphosphocholine is extensively used in nuclear magnetic resonance (NMR) studies of membrane proteins. It forms micelles that mimic the lipid bilayer environment, allowing membrane proteins to be studied in a native-like state. The compound is also used as a model surfactant for studying micelle formation, protein–lipid interactions, and the transition between bilayer and micellar phases.
ln Vivo
Dodecylphosphocholine is not used as a therapeutic agent in vivo. Its primary applications are in biochemical and biophysical research. The compound is used to solubilize membrane proteins for structural and functional studies. It is also used to study the effects of detergents on biological membranes and to develop new methods for membrane protein characterization.
Enzyme Assay
In vitro biochemical assays for Dodecylphosphocholine involve studying its detergent properties. Critical micelle concentration (CMC) is determined by surface tension or fluorescence methods. The compound's ability to solubilize membrane proteins is assessed by measuring protein extraction efficiency and maintaining protein activity. NMR spectroscopy is used to study protein structure in DPC micelles. The compound's interaction with lipids and proteins is studied using biophysical techniques.
Cell Assay
Cell-based assays for Dodecylphosphocholine are limited due to its detergent properties. The compound can be cytotoxic at high concentrations. When used in cell culture, it is typically employed at sub-lytic concentrations for membrane permeabilization or protein extraction. The compound's effects on cell viability and membrane integrity can be assessed using standard assays. Its use as a phospholipase A2 inhibitor can be studied in cell-based enzyme assays.
Animal Protocol
In vivo animal studies for Dodecylphosphocholine are not common, as the compound is not a therapeutic agent. The compound is primarily used in research applications. Toxicological studies are limited. The compound is generally considered safe for laboratory use when handled appropriately. Its safety profile for in vivo applications has not been extensively characterized.
ADME/Pharmacokinetics
Pharmacokinetic properties of Dodecylphosphocholine are not relevant for therapeutic applications. The compound is not intended for systemic administration. Its absorption, distribution, metabolism, and excretion have not been extensively studied. The compound is used in vitro, and its pharmacokinetics are not well-characterized.
Toxicity/Toxicokinetics
Toxicological profile of Dodecylphosphocholine is characteristic of detergents. The compound can cause irritation upon contact with skin or eyes. Ingestion can cause gastrointestinal distress. Inhalation of aerosols can cause respiratory irritation. The compound is generally considered to have low toxicity at the concentrations used in research applications. Appropriate safety precautions should be taken.
References
[1]. de Haas GH, Dijkman R, Ransac S, Verger R. Competitive inhibition of lipolytic enzymes. IV. Structural details of acylamino phospholipid analogues important for the potent inhibitory effects on pancreatic phospholipase A2. Biochim Biophys Acta. 1990;1046(3):249-257.
[2]. François Dehez, et al. Mitochondrial ADP/ATP Carrier in Dodecylphosphocholine Binds Cardiolipins with Non-native Affinity. Biophys J. 2017 Dec 5;113(11):2311-2315.
[3]. Sarah D Cady, et al. Specific binding of adamantane drugs and direction of their polar amines in the pore of the influenza M2 transmembrane domain in lipid bilayers and dodecylphosphocholine micelles determined by NMR spectroscopy. J Am Chem Soc. 2011 Mar 30;133(12):4274-84.
Additional Infomation
Dodecylphosphocholine is a monododecyl ester of phosphate choline, and it functions as a detergent.
Dodecylphosphocholine is a widely used detergent for membrane protein research, particularly in NMR studies. It is a valuable tool for studying membrane protein structure, dynamics, and function. The compound's zwitterionic nature makes it mild and suitable for maintaining protein native structure. It is also used as a model surfactant in biophysical studies of micelle formation and lipid-protein interactions.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C17H38NO4P
Molecular Weight
351.47
Exact Mass
351.253
CAS #
29557-51-5
Related CAS #
Dodecylphosphocholine-d38;130890-78-7;Dodecylphosphocholine-d25;861924-55-2
PubChem CID
644308
Appearance
White to off-white solid powder
LogP
1.46
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
16
Heavy Atom Count
23
Complexity
310
Defined Atom Stereocenter Count
0
SMILES
CCCCCCCCCCCCOP(=O)([O-])OCC[N+](C)(C)C
InChi Key
QBHFVMDLPTZDOI-UHFFFAOYSA-N
InChi Code
InChI=1S/C17H38NO4P/c1-5-6-7-8-9-10-11-12-13-14-16-21-23(19,20)22-17-15-18(2,3)4/h5-17H2,1-4H3
Chemical Name
dodecyl 2-(trimethylazaniumyl)ethyl phosphate
Synonyms
DDPPC; DPC; Dodecylphosphocholine
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

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)
H2O : ~100 mg/mL (~284.53 mM)
DMSO : ~32.5 mg/mL (~92.47 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (5.92 mM) (saturation unknown) in 10% DMSO + 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 20.8 mg/mL clear DMSO 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: ≥ 2.08 mg/mL (5.92 mM) (saturation unknown) in 10% DMSO + 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 20.8 mg/mL clear DMSO 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: ≥ 2.08 mg/mL (5.92 mM) (saturation unknown) in 10% DMSO + 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 20.8 mg/mL clear DMSO 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 2.8452 mL 14.2260 mL 28.4519 mL
5 mM 0.5690 mL 2.8452 mL 5.6904 mL
10 mM 0.2845 mL 1.4226 mL 2.8452 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.
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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.)
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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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