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5,10,15,20-Tetrakis(p-tolyl)porphyrin (5,10,15,20-Tetra-p-tolyl-21H,23H-porphine)

Cat No.:V65489 Purity: ≥98%
5,10,15,20-Tetrakis(p-tolyl)porphyrin (TTP) is an organic/chemical reagent that belongs to the porphyrin family and is a cyclic molecule consisting of four pyrrole rings linked together.
5,10,15,20-Tetrakis(p-tolyl)porphyrin (5,10,15,20-Tetra-p-tolyl-21H,23H-porphine)
5,10,15,20-Tetrakis(p-tolyl)porphyrin (5,10,15,20-Tetra-p-tolyl-21H,23H-porphine) Chemical Structure CAS No.: 14527-51-6
Product category: Biochemical Assay Reagents
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5g
Other Sizes
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Product Description
5,10,15,20-Tetrakis(p-tolyl)porphyrin (TTP) is an organic/chemical reagent that belongs to the porphyrin family and is a cyclic molecule consisting of four pyrrole rings linked together. TTP is a synthetic porphyrin extensively used as a sensitizer in dye-sensitized solar cells and as a catalyst for organic reactions. Due to its unique structure, TTP has a range of interesting properties such as at specific wavelengths and its potential as a catalyst for a variety of chemical reactions. In dye-sensitized solar cells, TTP helps convert sunlight into electricity by absorbing photons and transferring electrons to the device's semiconductor layer. In organic chemistry, TTP is often used as a catalyst for various organic/chemical reagents in reactions such as oxidation and reduction. Its ability to selectively bind certain substrates makes it a useful tool for synthesizing complex molecules and studying their properties.
5,10,15,20-Tetrakis(p-tolyl)porphyrin (TTP, CAS 14527-51-6) is a synthetic porphyrin compound belonging to the class of porphyrins, a cyclic molecule composed of four pyrrole rings linked together. TTP is commonly used as a sensitizer for dye-sensitized solar cells and as a catalyst for organic reactions. Due to its unique structure, TTP has interesting properties including specific light absorption at characteristic wavelengths. With a molecular weight of 670.86 g/mol and the formula C₄₈H₃₈N₄, it appears as a purple solid with a melting point of 300°C. The compound is also known as 5,10,15,20-Tetrakis(4-methylphenyl)porphyrin.
Biological Activity I Assay Protocols (From Reference)
Targets
As a synthetic porphyrin, TTP does not have specific biological receptors as its primary targets. However, it is used in photodynamic therapy for treating cancer, where its ability to produce reactive oxygen species upon light activation makes it effective in targeting and destroying cancer cells. The compound also serves as a photosensitizer in dye-sensitized solar cells. In biological research, TTP is used as a fluorescent probe due to its strong fluorescence properties. Its ability to generate reactive oxygen species upon light activation is the basis for its potential therapeutic applications.
ln Vitro
In life science research, 5,10,15,20-Tetrakis(p-tolyl)porphyrin is a biochemical reagent that can be utilized as an organic substance or biological material.
In vitro, TTP has been investigated for its applications in photodynamic therapy, where it produces reactive oxygen species upon light activation to destroy cancer cells. The compound also serves as a fluorescent probe for biological imaging due to its strong fluorescence properties. As a catalyst, it improves reaction rates and selectivity in various chemical reactions. TTP is also used in materials science for developing organic semiconductors. Its unique electronic properties make it valuable for both biological and materials science applications. Cellular assays typically evaluate its photodynamic activity or fluorescence properties.
ln Vivo
In vivo, TTP has been explored for photodynamic therapy applications in treating cancer. The compound's ability to produce reactive oxygen species upon light activation makes it potentially effective for targeted cancer therapy. However, TTP is primarily a research compound and is not an approved therapeutic agent. Its applications in vivo would depend on appropriate formulation and light delivery to target tissues. The compound is classified for research use only and is not intended for human therapeutic applications without further development.
Enzyme Assay
In vitro enzyme/receptor binding assays for TTP are not typically performed, as it is primarily used as a photosensitizer and catalyst rather than a receptor-targeting agent. However, its photodynamic activity can be evaluated in cell-free systems by measuring reactive oxygen species production upon light activation. A typical assay involves dissolving TTP in an appropriate solvent (e.g., DMSO) and diluting to working concentrations in buffer. The compound is irradiated with light at specific wavelengths (typically 400-700 nm). Reactive oxygen species production is measured using fluorescent probes such as singlet oxygen sensor green or DCFH-DA. The efficiency of photosensitization is calculated from dose-response curves.
Cell Assay
Cellular assays for TTP typically evaluate its photodynamic activity and fluorescence properties. A standard protocol involves culturing cancer cell lines (e.g., HeLa, MCF-7) in growth medium at 37°C with 5% CO₂. Cells are incubated with varying concentrations of TTP (typically 0.1-10 μM) for 4-24 hours. After incubation, cells are irradiated with light at specific wavelengths for varying durations. Cell viability is assessed using MTT, CCK-8, or Live/Dead staining. Fluorescence imaging can be performed to visualize cellular uptake and localization of the compound. IC₅₀ values for photodynamic activity are calculated from dose-response curves.
Animal Protocol
In vivo animal studies for TTP typically evaluate its photodynamic therapy efficacy in tumor-bearing mouse models. A common protocol involves subcutaneous implantation of cancer cells into immunodeficient mice. Once tumors reach appropriate size (approximately 100-200 mm³), animals are administered TTP via intravenous injection at doses ranging from 1-10 mg/kg. After a suitable drug-light interval (typically 4-24 hours), tumors are irradiated with light at specific wavelengths. Tumor volume and body weight are monitored regularly. Endpoints include tumor growth inhibition, survival analysis, and histopathological examination of tumor tissues.
ADME/Pharmacokinetics
Pharmacokinetic data for TTP is limited, as it is primarily a research compound. The compound has a molecular weight of 670.86 g/mol and is a purple solid at room temperature. It is stored at room temperature. As a porphyrin, TTP is expected to have high lipophilicity and strong protein binding. The compound's large molecular size and hydrophobic nature suggest limited oral bioavailability and potential for accumulation in tissues. Specific ADME data is not available in the public literature.
Toxicity/Toxicokinetics
Toxicological data for TTP is limited, as it is primarily a research compound. The compound is classified for research use only and is not intended for human or veterinary applications. Standard safety precautions include handling with appropriate personal protective equipment (gloves, lab coat, safety goggles) in a well-ventilated area. The compound is not classified as a hazardous material (No Hazmat). Acute toxicity data is not readily available in the public literature. As with all research chemicals, appropriate laboratory safety practices should be followed. No specific LD₅₀ values or detailed toxicological profiles are available in the public domain.
Additional Infomation
5,10,15,20-Tetrakis(p-tolyl)porphyrin (TTP, CAS 14527-51-6) is a synthetic porphyrin with the molecular formula C₄₈H₃₈N₄. It is used in photodynamic therapy research for cancer treatment, as a photosensitizer in solar cells, as a fluorescent probe for biological imaging, and as a catalyst in organic synthesis. The compound is classified as a research-use-only compound not intended for diagnostic or therapeutic purposes. It is available from multiple commercial suppliers in various pack sizes. No clinical trials or approved drug status exist for this compound as it is not a therapeutic agent. Its applications are limited to research and materials science.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C48H38N4
Molecular Weight
670.84
Exact Mass
670.31
CAS #
14527-51-6
PubChem CID
135401992
Appearance
Pale purple to purple solid powder
Density
1.207g/cm3
Melting Point
300ºC
Index of Refraction
1.673
LogP
8.099
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
4
Heavy Atom Count
52
Complexity
953
Defined Atom Stereocenter Count
0
SMILES
N1([H])C2C([H])=C([H])C1=C(C1C([H])=C([H])C(C([H])([H])[H])=C([H])C=1[H])C1C([H])=C([H])C(=C(C3C([H])=C([H])C(C([H])([H])[H])=C([H])C=3[H])C3=C([H])C([H])=C(C(C4C([H])=C([H])C(C([H])([H])[H])=C([H])C=4[H])=C4C([H])=C([H])C(C=2C2C([H])=C([H])C(C([H])([H])[H])=C([H])C=2[H])=N4)N3[H])N=1 |c:30,75,t:8,68|
InChi Key
SFQNUQLWBBZIOZ-UHFFFAOYSA-N
InChi Code
InChI=1S/C48H38N4/c1-29-5-13-33(14-6-29)45-37-21-23-39(49-37)46(34-15-7-30(2)8-16-34)41-25-27-43(51-41)48(36-19-11-32(4)12-20-36)44-28-26-42(52-44)47(40-24-22-38(45)50-40)35-17-9-31(3)10-18-35/h5-28,49,52H,1-4H3
Chemical Name
5,10,15,20-tetrakis(4-methylphenyl)-21,23-dihydroporphyrin
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 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 1.4907 mL 7.4533 mL 14.9067 mL
5 mM 0.2981 mL 1.4907 mL 2.9813 mL
10 mM 0.1491 mL 0.7453 mL 1.4907 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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