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Diphenyl-1-pyrenylphosphine

Cat No.:V45055 Purity: ≥95%
Diphenyl-1-pyrenylphosphine (DPPP) is a fluorescent peroxide-reactive probe.
Diphenyl-1-pyrenylphosphine
Diphenyl-1-pyrenylphosphine Chemical Structure CAS No.: 110231-30-6
Product category: New3
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Diphenyl-1-pyrenylphosphine (DPPP) is a fluorescent peroxide-reactive probe. Diphenyl-1-pyrenylphosphine displays a unique AIE/ACQ transition with significant third-order nonlinear optical signal changes.
Diphenyl-1-pyrenylphosphine (CAS: 110231-30-6) is a fluorogenic peroxide-reactive probe. It is also known as DPPP. The compound is used to detect peroxides and hydroperoxides in biological and chemical systems. Upon reaction with peroxides, it is oxidized to the corresponding phosphine oxide, which is accompanied by a change in fluorescence. It is a light yellow to yellow to green powder with a melting point of 174.0 to 178.0 °C. The molecular formula is C₂₈H₁₉P and the molecular weight is 386.43.
Biological Activity I Assay Protocols (From Reference)
Targets
The primary target of Diphenyl-1-pyrenylphosphine is peroxides and hydroperoxides. It acts as a fluorogenic probe that reacts specifically with these reactive oxygen species. Upon oxidation, the probe is converted to the corresponding phosphine oxide, resulting in a change in its fluorescence properties. This allows for the detection and quantification of peroxides in various samples. The compound is also reported to target NF-κB.
ln Vitro
In vitro, Diphenyl-1-pyrenylphosphine is used as a probe to detect peroxides in cell lysates, tissue homogenates, and other biological samples. The compound reacts with peroxides to form a fluorescent product, which can be measured using fluorescence spectroscopy or microscopy. It is used to study oxidative stress and the role of peroxides in various biological processes. The probe is also used in chemical analyses to detect peroxide contamination.
ln Vivo
In vivo, Diphenyl-1-pyrenylphosphine may be used to detect peroxides in living organisms, although detailed in vivo applications are not extensively documented. The probe could be administered to animals to monitor oxidative stress in real-time. However, specific in vivo protocols and efficacy data are limited. The compound is primarily used as a research tool for in vitro detection of peroxides. Further studies are needed to evaluate its in vivo applications.
Enzyme Assay
In vitro, Diphenyl-1-pyrenylphosphine is used as a fluorogenic probe for the detection of peroxides. The compound is dissolved in an appropriate solvent, such as DMSO or ethanol, and added to the sample. The reaction with peroxides is allowed to proceed at room temperature or 37°C for a specified time. The fluorescence intensity is measured using a fluorometer or fluorescence microscope, with excitation and emission wavelengths appropriate for the pyrene fluorophore. The protocol is used to quantify peroxide levels in biological and chemical samples.
Animal Protocol
Specific in vivo animal experimental protocols for Diphenyl-1-pyrenylphosphine are not well-documented in the available literature. The compound is primarily used as a research tool for in vitro detection of peroxides. Researchers using this compound for in vivo studies would need to establish appropriate dosing and administration routes based on the specific research objectives. The compound is for research use only and not for human therapeutic use.
ADME/Pharmacokinetics
Diphenyl-1-pyrenylphosphine has a molecular weight of 386.43 and the chemical formula C₂₈H₁₉P. It is a fluorogenic probe that reacts with peroxides. The compound is stable as a powder and should be stored at -20°C. It is soluble in organic solvents such as DMSO and ethanol. The compound is light yellow to yellow to green powder with a melting point of 174.0 to 178.0 °C.
Toxicity/Toxicokinetics
Specific toxicity data for Diphenyl-1-pyrenylphosphine are not extensively documented. As a chemical probe, it may be irritating to the skin, eyes, and respiratory tract. The compound is for research use only and not for human therapeutic use. It should be handled with appropriate safety precautions, including the use of personal protective equipment. The compound should be stored in a sealed container in a cool, dry place away from incompatible materials.
References

[1]. Diphenyl-1-pyrenylphosphine: photo-triggered AIE/ACQ transition with remarkable third-order nonlinear optical signal change. Chem Commun (Camb). 2020 Apr 14;56(30):4220-4223.

Additional Infomation
Diphenyl-1-pyrenylphosphine is also known as DPPP. It is a fluorogenic peroxide-reactive probe used to detect peroxides and hydroperoxides. Upon reaction with peroxides, it is oxidized to the corresponding phosphine oxide, resulting in a change in fluorescence. It is used in biological and chemical research to study oxidative stress. It is supplied as a powder and should be stored at -20°C. It is for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C28H19P
Molecular Weight
386.4242
Exact Mass
386.122
CAS #
110231-30-6
PubChem CID
130626
Appearance
Off-white to light yellow solid powder
Boiling Point
551.5±19.0 °C at 760 mmHg
Melting Point
174.0 to 178.0 °C
Flash Point
305.8±27.8 °C
Vapour Pressure
0.0±1.4 mmHg at 25°C
LogP
8.64
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
0
Rotatable Bond Count
3
Heavy Atom Count
29
Complexity
527
Defined Atom Stereocenter Count
0
InChi Key
DSYGKYCYNVHCNQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C28H19P/c1-3-10-23(11-4-1)29(24-12-5-2-6-13-24)26-19-17-22-15-14-20-8-7-9-21-16-18-25(26)28(22)27(20)21/h1-19H
Chemical Name
diphenyl(pyren-1-yl)phosphane
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 : ~12.5 mg/mL (~32.35 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 1.25 mg/mL (3.23 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 12.5 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 2.5879 mL 12.9393 mL 25.8786 mL
5 mM 0.5176 mL 2.5879 mL 5.1757 mL
10 mM 0.2588 mL 1.2939 mL 2.5879 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:
  • 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.

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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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