GLPBio

DPPP (Diphenyl-1-pyrenylphosphine)

Catalog No.: GC43569Purity:>95.00%Synonyms: Diphenyl1pyrenylphosphine
DPPP (Diphenyl-1-pyrenylphosphine) is a non-fluorescent lipophilic fluorescent probe. DPPP can undergo a stoichiometric reaction with lipid hydroperoxides to produce highly fluorescent DPPP-O (excitation/emission wavelengths = 351/380nm).

Products are for research use only. Not for human use. We do not sell to patients.


DPPP (Diphenyl-1-pyrenylphosphine)
Cas No.: 110231-30-6
1mgIn Stock
$50.00
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5mgIn Stock
$109.00
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10mgIn Stock
$159.00
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25mgIn Stock
$272.00
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50mgIn Stock
$403.00
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100mgIn Stock
$575.00
1

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Description

DPPP (Diphenyl-1-pyrenylphosphine) is a non-fluorescent lipophilic fluorescent probe. DPPP can undergo a stoichiometric reaction with lipid hydroperoxides to produce highly fluorescent DPPP-O (excitation/emission wavelengths = 351/380nm). DPPP can be used in related research such as lipid peroxidation detection, monitoring of cellular oxidative levels, and determination of hydroperoxide content in foods[1-4].

References:
[1] Xing C, Liu J, Chen F, et al. 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.
[2] Santas J, Guardiola F, Rafecas M, et al. Determination of total plasma hydroperoxides using a diphenyl-1-pyrenylphosphine fluorescent probe. Anal Biochem. 2013 Mar 1;434(1):172-7.
[3] Morita M, Naito Y, Yoshikawa T, et al. Rapid assessment of singlet oxygen-induced plasma lipid oxidation and its inhibition by antioxidants with diphenyl-1-pyrenylphosphine (DPPP). Anal Bioanal Chem. 2016 Jan;408(1):265-70.
[4] Santas J, Guzmán YJ, Guardiola F, et al. High-throughput analysis of lipid hydroperoxides in edible oils and fats using the fluorescent reagent diphenyl-1-pyrenylphosphine. Food Chem. 2014 Nov 1;162:235-41.

Protocol

DPPP Method for Determining Lipid Peroxidation Levels in Live Cells[1]

This protocol is adapted from research data and provided for reference only. Adjustments may be necessary based on specific experimental requirements.

1. Reagent Preparation: Dissolve DPPP (Diphenyl-1-pyrenylphosphine) in DMSO to prepare a stock solution. Store at -20°C under dark conditions with nitrogen protection. Dilute with PBS to the working concentration (e.g., 167µM) before use. Prepare complete cell culture medium (containing 10% fetal bovine serum, 50µg/ml penicillin, and 50µg/ml streptomycin).

2. Cell Culture and DPPP Labeling: Culture the target cells routinely at 37°C with 5% CO₂. For the experiment, collect the cells and wash three times with PBS. Resuspend in PBS (density approximately 1×10⁸ cells/ml) and pre-incubate at 37°C for 5 minutes. Add the DPPP working solution (final concentration 167µM) and incubate at 37°C in the dark for 5 minutes. After incubation, wash the cells three times with PBS to remove unincorporated DPPP. Finally, resuspend in an appropriate buffer or culture medium for subsequent use. All operations must be performed in light-shielded containers.

3. Lipid Peroxidation Induction and Treatment: Suspend the DPPP-labeled cells (density approximately 3×10⁶ cells/ml) in growth medium. Add the required inducer (e.g., DEM, AAPH, etc.) or replace with medium containing different serum concentrations (e.g., serum-free medium). Incubate at 37°C in a CO₂ incubator in the dark for the specified duration. A vitamin E (α-tocopherol) treatment group can be set up as an antioxidant control.

4. Fluorescence Detection: Use a fluorescence spectrophotometer set to an excitation wavelength of 351nm and an emission wavelength of 380nm to measure the sample fluorescence intensity. Alternatively, use a fluorescence microscope to directly observe the fluorescence distribution of DPPP oxide in the cells (staining in the cytoplasmic membrane region, no staining in the nucleus).

Precautions:

(1) DPPP has no significant effect on cell proliferation, viability, or morphology and can be used for long-term peroxidation experiments for at least 3 days.

(2) DPPP oxide is very stable within the membranes of live cells, with no significant change in fluorescence signal for at least 2 days.

(3) For your safety and health, please wear a lab coat and disposable gloves during operation.

References:
[1] Takahashi M, Shibata M, Niki E. Estimation of lipid peroxidation of live cells using a fluorescent probe, diphenyl-1-pyrenylphosphine. Free Radic Biol Med. 2001 Jul 15;31(2):164-74.

Product Documents

Purity:>95.00%Appearance:A solid

Chemical Properties

CAS No.
110231-30-6
Synonyms
Diphenyl1pyrenylphosphine
SMILES
c1ccc(cc1)P(c1ccccc1)c1ccc2ccc3cccc4ccc1c2c34
Molecular Formula
C28H19P
Molecular Weight
386.4
Solubility
DMF: 10 mg/ml,Methylene Chloride: 1 mg/ml
Storage
Store at -20°C,protect from light
General tips
Select a suitable solvent according to the product solubility data. Once prepared, aliquot the stock solution to avoid repeated freeze-thaw cycles.
Use stock solutions within 6 months when stored at -80°C or within 1 month when stored at -20°C.
To improve solubility, warm the tube to 37°C and sonicate it for an appropriate period.
Shipping Condition
Evaluation samples are shipped with blue ice. Other available sizes are shipped at room temperature or with blue ice upon request.

CalculatorsMolarity / Dilution / Molecular Weight / Unit Conversion / In Vivo Formulation / Solubility

g/mol

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