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12-Dipalmitoyl-sn-glycero-3-PS sodium salt

Alias: DPPS; 1,2-DPPS; PS 16:0/16:0; 1,2-Dipalmitoyl-sn-glycero-3-phospho-L-serine
Cat No.:V45994 Purity: ≥98%
12-Dipalmitoyl-sn-glycero-3-PS sodium salt is an anionic diacylphospholipid, a lipid component of cell membranes.
12-Dipalmitoyl-sn-glycero-3-PS sodium salt
12-Dipalmitoyl-sn-glycero-3-PS sodium salt Chemical Structure CAS No.: 145849-32-7
Product category: New3
This product is for research use only, not for human use. We do not sell to patients.
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10mg
25mg
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Other Forms of 12-Dipalmitoyl-sn-glycero-3-PS sodium salt:

  • 12-Dipalmitoyl-sn-glycero-3-PS-d62 sodium salt
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
12-Dipalmitoyl-sn-glycero-3-PS sodium salt is an anionic diacylphospholipid, a lipid component of cell membranes. 12-Dipalmitoyl-sn-glycero-3-PS sodium salt may be utilized to prepare cationic vesicles and liposomes.
12-Dipalmitoyl-sn-glycero-3-PS sodium salt (CAS 145849-32-7), commonly referred to as DPPS, is a synthetic, anionic diacyl phospholipid. It is a lipid component in cell membranes. Its molecular formula is C38H72NNa2O10P and molecular weight is 779.93 g/mol. This compound can be used in the preparation of catanionic vesicles and liposomes. It is also known as 1,2-Dipalmitoyl-sn-glycero-3-phospho-L-serine (sodium salt) or 1,2-DPPS.
Biological Activity I Assay Protocols (From Reference)
Targets
DPPS does not have a specific biological target as a drug. It is a structural component of cell membranes and is used as a model phospholipid in biophysical studies. In liposome formulations, it contributes to the formation of lipid bilayers. Its anionic nature (due to the phosphate and serine groups) influences the surface charge of the liposomes, which can affect their interaction with cells, proteins, and other molecules. This property is exploited in the preparation of catanionic vesicles for drug delivery and other applications.
ln Vitro
In vitro, DPPS is used as a lipid component in cell membrane studies and in the preparation of catanionic vesicles and liposomes. As an anionic diacyl phospholipid, it contributes to the negative charge of cell membranes. It is used in biophysical studies to investigate membrane properties, such as fluidity, permeability, and protein-lipid interactions. In liposome formulations, it can be used to encapsulate drugs or other molecules for delivery or for studying membrane interactions.
ln Vivo
In vivo activity of DPPS is not typically studied, as it is a lipid component rather than a bioactive drug. However, liposomes containing DPPS can be administered to animals for drug delivery or imaging purposes. The lipid's ability to form stable bilayers and its biocompatibility make it suitable for such applications. Its effects in vivo would be related to the encapsulated payload or the liposome's interaction with biological systems, rather than the lipid itself.
Enzyme Assay
In vitro enzyme/receptor binding (non-cell) assays using DPPS are typically biophysical studies of membrane interactions. A standard protocol for studying protein-lipid interactions: liposomes are prepared with DPPS and other lipids (e.g., phosphatidylcholine). A protein of interest (e.g., a membrane-binding protein) is incubated with the liposomes. The binding of the protein to the liposomes is assessed by measuring the change in fluorescence, by centrifugation to separate bound and unbound protein, or by surface plasmon resonance. These studies help to understand how proteins interact with negatively charged membranes.
Cell Assay
In vitro cell-based assays for DPPS are not common, as it is a lipid used for membrane studies. However, liposomes containing DPPS can be used to deliver drugs or other molecules to cells. A standard protocol for liposome-mediated delivery: liposomes are prepared with DPPS and other lipids, encapsulating a drug or a fluorescent dye. Cells are cultured and treated with the liposomes for a period of time. The uptake of the liposomes and the delivery of the payload are assessed by measuring the fluorescence or by analyzing the cellular effects of the drug. This approach is used to study liposome-cell interactions and to optimize liposome formulations for drug delivery.
Animal Protocol
In vivo animal experiments using DPPS are typically related to liposome-based drug delivery. A standard protocol: liposomes containing DPPS and a drug are administered intravenously to mice. The biodistribution of the liposomes and the drug is assessed by measuring the concentration of the drug in various tissues over time using HPLC or mass spectrometry. The therapeutic efficacy of the drug-loaded liposomes is evaluated in disease models (e.g., cancer or infection). The DPPS component contributes to the stability and circulation time of the liposomes.
ADME/Pharmacokinetics
Pharmacokinetic properties of DPPS are not a primary focus of study, as it is a lipid component. When formulated in liposomes, the pharmacokinetics of the liposomes are determined by their size, charge, and surface properties. DPPS contributes to the negative charge of the liposomes, which can affect their circulation time and biodistribution. The lipid itself is likely to be metabolized and incorporated into endogenous lipid pools.
Toxicity/Toxicokinetics
Toxicity of DPPS is considered low, as it is a naturally occurring phospholipid analog. It is biocompatible and biodegradable. When used in liposome formulations, the toxicity is more likely to be related to the encapsulated drug or other components of the formulation. Standard laboratory safety precautions should be followed when handling the compound.
References

[1]. Catanionic vesicles formed with arginine-based surfactants and 1,2-dipalmitoyl-sn-glycero-3-phosphate monosodium salt. J Phys Chem B. 2009 May 7;113(18):6321-7.

[2]. Effect of curcumin on liposome: curcumin as a molecular probe for monitoring interaction of ionic liquids with 1,2-dipalmitoyl-sn-glycero-3-phosphocholine liposome. Photochem Photobiol. 2012 Mar-Apr;88(2):317-27.

Additional Infomation
DPPS is a synthetic, anionic diacyl phospholipid used as a lipid component in cell membrane studies. It can be used in the preparation of catanionic vesicles and liposomes. It is a valuable tool for studying membrane biophysics, protein-lipid interactions, and for developing liposome-based drug delivery systems. It is not a drug and has no clinical use or approval status. It is commercially available from chemical suppliers for research purposes only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C38H73NO10P-.NA+
Molecular Weight
757.95052
Exact Mass
757.487
Elemental Analysis
C, 60.22; H, 9.71; N, 1.85; Na, 3.03; O, 21.11; P, 4.09
CAS #
145849-32-7
Related CAS #
12-Dipalmitoyl-sn-glycero-3-PS-d62 sodium;327178-94-9
PubChem CID
46891791
Appearance
White to off-white solid powder
LogP
9.315
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
10
Rotatable Bond Count
39
Heavy Atom Count
51
Complexity
861
Defined Atom Stereocenter Count
2
SMILES
CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@@H](C(=O)[O-])N)OC(=O)CCCCCCCCCCCCCCC.[Na+]
InChi Key
GTLXLANTBWYXGW-CEGNZRHUSA-M
InChi Code
InChI=1S/C38H74NO10P.Na/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(40)46-31-34(32-47-50(44,45)48-33-35(39)38(42)43)49-37(41)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2;/h34-35H,3-33,39H2,1-2H3,(H,42,43)(H,44,45);/q;+1/p-1/t34-,35+;/m1./s1
Chemical Name
sodium;(2S)-2-azaniumyl-3-[[(2R)-2,3-di(hexadecanoyloxy)propoxy]-oxidophosphoryl]oxypropanoate
Synonyms
DPPS; 1,2-DPPS; PS 16:0/16:0; 1,2-Dipalmitoyl-sn-glycero-3-phospho-L-serine
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)
DMSO :< 1 mg/mL
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 1.3193 mL 6.5967 mL 13.1935 mL
5 mM 0.2639 mL 1.3193 mL 2.6387 mL
10 mM 0.1319 mL 0.6597 mL 1.3193 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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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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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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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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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