yingweiwo

1-Palmitoyl-2-oleoyl-sn-glycero-3-PE (1,2-POPE)

Cat No.:V57017 Purity: ≥98%
1-Palmitoyl-2-oleoyl-sn-glycero-3-PE is a phospholipid that may be utilized in drug delivery studies.
1-Palmitoyl-2-oleoyl-sn-glycero-3-PE (1,2-POPE)
1-Palmitoyl-2-oleoyl-sn-glycero-3-PE (1,2-POPE) Chemical Structure CAS No.: 26662-94-2
Product category: Others 12
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
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-Palmitoyl-2-oleoyl-sn-glycero-3-PE is a phospholipid that may be utilized in drug delivery studies.
1-Palmitoyl-2-oleoyl-sn-glycero-3-PE (CAS#: 26662-94-2), also known as 1,2-POPE or 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine, is a phospholipid commonly found in biological membranes. It contains palmitic acid at the sn-1 position and oleic acid at the sn-2 position. POPE is a major component of E. coli lipid bilayers. It has the molecular formula C39H76NO8P and a molecular weight of 718.00.
Biological Activity I Assay Protocols (From Reference)
Targets
1-Palmitoyl-2-oleoyl-sn-glycero-3-PE does not have a specific pharmacological target. As a phospholipid, it is a structural component of biological membranes and is used in the formation of liposomes, membrane fusion studies, and reconstitution of membrane proteins. Due to its ability to adopt non-bilayer phases, POPE is valuable for investigating lipid polymorphism and vesicle dynamics. It can enhance the endosomal escape ability of lipid nanoparticles (LNPs) and improve the cellular delivery efficiency of nucleic acid drugs such as mRNA.
ln Vitro
In vitro, 1-palmitoyl-2-oleoyl-sn-glycero-3-PE is used as a phospholipid component in liposome and lipid nanoparticle formulations. It can enhance the endosomal escape ability of LNPs and improve the cellular delivery efficiency of nucleic acid drugs such as mRNA. It is widely used in membrane fusion studies and reconstitution of membrane proteins. POPE's ability to adopt non-bilayer phases is valuable for investigating lipid polymorphism and vesicle dynamics.
ln Vivo
In vivo, 1-palmitoyl-2-oleoyl-sn-glycero-3-PE is used as a component of lipid-based drug delivery systems, including liposomes and lipid nanoparticles. These formulations can improve the pharmacokinetics and biodistribution of encapsulated drugs or nucleic acids. POPE's ability to enhance endosomal escape can improve the intracellular delivery of nucleic acid therapeutics such as mRNA. However, the phospholipid itself is not a therapeutic agent but rather an excipient in drug delivery formulations.
Enzyme Assay
In vitro enzyme/receptor binding assays are not applicable for 1-palmitoyl-2-oleoyl-sn-glycero-3-PE, as it is a structural lipid rather than a bioactive compound. However, its interactions with membrane proteins can be studied using techniques such as surface plasmon resonance, lipid bilayer model systems, or fluorescence spectroscopy. The lipid's ability to form non-bilayer phases and its effects on membrane protein function can be assessed using biophysical methods.
Cell Assay
In vitro cell-based assays for 1-palmitoyl-2-oleoyl-sn-glycero-3-PE involve its use as a component of liposomes or lipid nanoparticles for drug delivery studies. Cells are treated with lipid nanoparticles containing POPE and a therapeutic payload (e.g., mRNA, siRNA, or small molecule drug). Cellular uptake, intracellular trafficking, endosomal escape, and therapeutic efficacy are assessed. Cytotoxicity of the lipid formulation is evaluated using MTT or CellTiter-Glo assays. Standard cell culture protocols with appropriate cell lines (e.g., HEK293, HeLa, or primary cells) are employed.
Animal Protocol
In vivo animal studies for 1-palmitoyl-2-oleoyl-sn-glycero-3-PE involve its use as a component of lipid-based drug delivery systems. Animals are administered liposomal or LNP formulations containing POPE and a therapeutic payload via various routes (intravenous, intramuscular, subcutaneous). Pharmacokinetics, biodistribution, and therapeutic efficacy are assessed. Toxicity of the lipid formulation is evaluated through clinical signs, body weight, clinical pathology, and histopathology. Standard protocols for LNP or liposome evaluation are employed.
ADME/Pharmacokinetics
The pharmacokinetic properties of 1-palmitoyl-2-oleoyl-sn-glycero-3-PE as a free lipid are not typically characterized, as it is used as a formulation excipient rather than a therapeutic agent. When administered as part of a lipid nanoparticle or liposome, the lipid components are cleared by the liver and spleen and metabolized by phospholipases. The fatty acid components (palmitic acid and oleic acid) are utilized for energy or incorporated into cellular membranes. No specific PK data are available.
Toxicity/Toxicokinetics
The toxicity profile of 1-palmitoyl-2-oleoyl-sn-glycero-3-PE has been evaluated as part of lipid nanoparticle formulations. Phospholipids are generally well-tolerated and have low toxicity. At high doses, lipid nanoparticle components may cause immune responses, complement activation, or hepatotoxicity. The specific toxicity of POPE depends on the formulation and the presence of other lipid components. Standard toxicology assessments include acute and sub-chronic toxicity studies in rodents.
References

[1]. Optimization of phospholipid chemistry for improved lipid nanoparticle (LNP) delivery of messenger RNA (mRNA). Biomater Sci. 2022 Jan 18;10(2):549-559.

Additional Infomation
1-Hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol-3-phosphate ethanolamine is a 1,2-diacyl-sn-glycerol-3-phosphate ethanolamine, wherein the 1-acyl and 2-acyl groups are designated as hexadecanoyl (palmitoyl) and 9Z-octadecenoyl (oleoyl), respectively. It is a mouse metabolite functionally associated with hexadecanoic acid and oleic acid. It is a zwitterionic tautomer of 1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycerol-3-phosphate ethanolamine. PE (16:0/18:1(9Z)) is a metabolite found or produced in Escherichia coli (K12 strain, MG1655 strain). 1-Palmyl-2-oleoyl-sn-glycerol-3-phosphate ethanolamine has been reported in trypanosomes, and relevant data are available.
1-Palmitoyl-2-oleoyl-sn-glycero-3-PE (1,2-POPE) is a phospholipid found in biological membranes, particularly in E. coli. It has the molecular formula C39H76NO8P and a molecular weight of 718.00. POPE is used in liposome formation, membrane fusion studies, reconstitution of membrane proteins, and as a component of lipid nanoparticles for drug delivery. It can enhance endosomal escape and improve nucleic acid delivery efficiency. POPE is not a therapeutic agent but an excipient used in research and drug delivery applications.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C39H76NO8P
Molecular Weight
718.00
Exact Mass
717.531
CAS #
26662-94-2
PubChem CID
5283496
Appearance
White to off-white solid powder
Melting Point
24.7 °C (lit.)
LogP
11.752
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
9
Rotatable Bond Count
40
Heavy Atom Count
49
Complexity
825
Defined Atom Stereocenter Count
1
SMILES
CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN)OC(=O)CCCCCCC/C=C\CCCCCCCC
InChi Key
FHQVHHIBKUMWTI-OTMQOFQLSA-N
InChi Code
InChI=1S/C39H76NO8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(42)48-37(36-47-49(43,44)46-34-33-40)35-45-38(41)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,37H,3-16,19-36,40H2,1-2H3,(H,43,44)/b18-17-/t37-/m1/s1
Chemical Name
[(2R)-1-[2-aminoethoxy(hydroxy)phosphoryl]oxy-3-hexadecanoyloxypropan-2-yl] (Z)-octadec-9-enoate
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)
Methanol: ~2.5 mg/mL (~3.5 mM; with ultrasonication and warming by heating to 60°C)
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 : PEG300 :Tween 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 : PEG300:Tween 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 1.3928 mL 6.9638 mL 13.9276 mL
5 mM 0.2786 mL 1.3928 mL 2.7855 mL
10 mM 0.1393 mL 0.6964 mL 1.3928 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