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Phosphatidylserine

Alias: Phosphatidylserine(0); Distearoyl phosphatidylserine; Phosphatidylserine
Cat No.:V27512 Purity: ≥50%
Distearoylphosphatidylserine (DSPS) works as a phosphoester monolayer.
Phosphatidylserine
Phosphatidylserine Chemical Structure CAS No.: 51446-62-9
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
250mg
500mg
Other Sizes
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Product Description
Distearoylphosphatidylserine (DSPS) works as a phosphoester monolayer. Phosphatidylserine is a phospholipid with polar serine present in a phosphate ester bond with diacylglycerol.
Phosphatidylserine (CAS#: 51446-62-9) is a class of phospholipids found in cell membranes, particularly abundant in the brain. With a molecular formula of C42H82NO10P and a molecular weight of 792.1 g/mol, it is a phosphatidic acid derivative in which the phosphate group is partially bound to the serine group via an ester bond. Phosphatidylserine plays an important role in the structure and function of cell membranes and is involved in numerous cellular processes, including cell signaling, apoptosis (programmed cell death), and the release of neurotransmitters. It is used as a brain-boosting nutritional supplement to support memory and cognitive function.
Biological Activity I Assay Protocols (From Reference)
Targets
Phosphatidylserine does not have a single defined pharmacological target. It is an endogenous phospholipid that plays a crucial role in cell membrane structure and function. It is involved in cell signaling pathways, apoptosis (programmed cell death), and the release of neurotransmitters. Its levels and location within the brain can affect important signaling pathways for cell survival and communication. It also has a protective effect on brain cells.
ln Vitro
Phosphatidylserine is not evaluated for direct pharmacological activity in conventional cell-based assays. Its primary function is as a structural component of cell membranes and a modulator of cellular processes. In vitro studies focus on its role in membrane biology, apoptosis signaling (where its externalization on the cell surface serves as an "eat-me" signal for phagocytes), and neurotransmitter release. It is also used as a supplement in cell culture media to support cell growth and function.
ln Vivo
Phosphatidylserine is used as a nutritional supplement to support cognitive function, memory, and brain health. It has been studied for its potential benefits in age-related cognitive decline, stress reduction, and improving exercise performance. As an endogenous compound, it is well-tolerated and has a long history of use as a dietary supplement. Its protective effects on brain cells contribute to its role in keeping the mind and memory sharp.
Enzyme Assay
Phosphatidylserine does not have established receptor binding or enzyme inhibition assay protocols, as it is a nutritional supplement and endogenous phospholipid rather than a pharmacologically active drug. Its identity and purity are confirmed by standard analytical methods including HPLC and mass spectrometry. Physical properties: molecular weight 792.1 g/mol; molecular formula C42H82NO10P. No specific biochemical assay protocols are applicable for this compound.
Cell Assay
Cellular studies with Phosphatidylserine focus on its role in membrane biology and apoptosis. In apoptotic cells, phosphatidylserine is externalized to the outer leaflet of the plasma membrane, where it serves as a signal for phagocytic clearance. This property is exploited in Annexin V staining assays to detect apoptosis. Phosphatidylserine is also used as a supplement in cell culture media to support cell growth and function. No specific pharmacological activity is evaluated in these studies.
Animal Protocol
In vivo studies with Phosphatidylserine are conducted as part of nutritional supplementation research. Animal models are used to evaluate its effects on cognitive function, memory, and stress response. The compound is administered orally at doses corresponding to human supplementation levels. Behavioral assessments include tests of learning and memory (Morris water maze, novel object recognition). Brain tissue is collected for neurochemical analysis. Sample sizes typically range from 8-12 animals per group. Clinical studies have been conducted for cognitive enhancement and age-related cognitive decline.
ADME/Pharmacokinetics
Phosphatidylserine has a molecular weight of 792.1 g/mol and a molecular formula of C42H82NO10P. It is a phospholipid in which the polar serine is linked to diacylglycerol via a phosphate ester bond. Synonyms: Serine phospholipids; Diacylglyceryl phosphate serine; PS. As a dietary supplement, it is orally administered and absorbed from the gastrointestinal tract. It is incorporated into cell membranes and metabolized via normal phospholipid turnover pathways.
Toxicity/Toxicokinetics
Phosphatidylserine is generally recognized as safe (GRAS) for use as a dietary supplement. It is well-tolerated at recommended doses. Common adverse effects are rare and may include mild gastrointestinal upset. As an endogenous compound, it has a very favorable safety profile. It has been extensively studied in clinical trials for cognitive enhancement and age-related cognitive decline. No significant toxicity has been identified at supplementation levels.
References

[1]. Chlorpromazine associates with phosphatidylserines to cause an increase in the lipid's own interfacial molecular area--role of the fatty acyl composition. Biophys Chem. 2001 Jun 15;91(1):37-47.

Additional Infomation
1,2-Distearayoyl-sn-glycerol-3-phosphatidylserine is a 3-sn-phosphatidyl-L-serine in which both the phosphatidyl acyl groups at positions 1 and 2 are stearoyl groups. It is a mouse metabolite functionally related to octadecanoic acid. PS (18:0/18:0) is a metabolite found in or produced by Escherichia coli (K12 strain, MG1655 strain). Phosphatidylserine has also been reported in grapes (Vitis vinifera), with relevant data available. Phosphatidylserine is a phospholipid in which the polar serine is linked to diacylglycerol via a phosphate ester bond. It is a phosphatidic acid derivative in which the phosphate group is partially bound to the serine group via an ester bond.
Phosphatidylserine is also known as Serine phospholipids; Diacylglyceryl phosphate serine; PS; 1,2-Distearoyl phosphatidyl serine; Distearoylphosphatidylserine. It is abundant in the brain and protects cells. It is used as a brain-boosting supplement to support memory and cognitive function. It is available as a nutritional supplement in various formulations. No regulatory approvals as a drug have been reported; it is marketed as a dietary supplement.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C42H82NO10P
Molecular Weight
792.07
Exact Mass
385.113
CAS #
51446-62-9
PubChem CID
9547096
Appearance
White to light yellow solid powder
Density
1.4±0.1 g/cm3
Boiling Point
560.3±60.0 °C at 760 mmHg
Flash Point
292.7±32.9 °C
Vapour Pressure
0.0±3.3 mmHg at 25°C
Index of Refraction
1.495
LogP
0.72
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
11
Rotatable Bond Count
44
Heavy Atom Count
54
Complexity
937
Defined Atom Stereocenter Count
2
SMILES
CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@@H](C(=O)O)N)OC(=O)CCCCCCCCCCCCCCCCC
InChi Key
TZCPCKNHXULUIY-RGULYWFUSA-N
InChi Code
InChI=1S/C42H82NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h38-39H,3-37,43H2,1-2H3,(H,46,47)(H,48,49)/t38-,39+/m1/s1
Chemical Name
(2S)-2-amino-3-[[(2R)-2,3-di(octadecanoyloxy)propoxy]-hydroxyphosphoryl]oxypropanoic acid
Synonyms
Phosphatidylserine(0); Distearoyl phosphatidylserine; Phosphatidylserine
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: This product requires protection from light (avoid light exposure) during transportation and storage.
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 : ~3.12 mg/mL (~3.94 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 1.2625 mL 6.3126 mL 12.6251 mL
5 mM 0.2525 mL 1.2625 mL 2.5250 mL
10 mM 0.1263 mL 0.6313 mL 1.2625 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)
  • 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:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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  • 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
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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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