A fluorescent probe for detection of hydroperoxides
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DPPP

Item No. 62237

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
diphenyl-1-pyrenylphosphine
CAS Number
110231-30-6
Synonyms
  • Diphenyl-1-pyrenylphosphine
Molecular Formula
C28H19P
Formula Weight
386.4
Purity
≥98%
Emission
380 nm
Excitation
351 nm
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlMethylene Chloride: 1 mg/ml
λmax
243, 280, 355 nm
SMILES
c1ccc(cc1)P(c1ccccc1)c1ccc2ccc3cccc4ccc1c2c34
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
InChi Key
DSYGKYCYNVHCNQ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $169

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    10 mg

    $303

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    25 mg

    $674

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    50 mg

    $1,179

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    Product Description

    DPPP is a probe that reacts stoichiometrically with hydroperoxides to yield the fluorescent molecule diphenyl-1-pyrenylphosphine oxide (DPPP-O).1 Plasma levels of lipid hydroperoxides of phosphatidylcholine, phosphatidylethanolamine, triglycerides, and cholesteryl esters have been measured by HPLC with a post column detection system using DPPP.2,3 DPPP has also been used as a fluorescent probe for the detection of low-density lipoprotein and cellular oxidation.4 Fluorescence of DPPP-O can be monitor using excitation and emission wavelengths of 351 nm and 380 nm, respectively.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Okimoto, Y., Watanabe, A., Niki, E., et al. A novel fluorescent probe diphenyl-1-pyrenylphosphine to follow lipid peroxidation in cell membranes. FEBS Lett. 474, 137-140 (2000).

    2. Alasaka, K., Ijichi, S., Watanabe, K., et al. High-performance liquid chromatography and post column derivatization with diphenyl-1-pyrenylphosphine for fluorometric determination of triacylglycerol hydropeoxides. J. Chromatogr. 596(2), 197-202 (1992).

    3. Akassaka, K., Ijichi, S., Ohrui, H., et al. Simultaneous determination of hydroperoxides of phosphotidylcholine, cholesterol esters and triglycerols by column-switiching HPLC witha postcolumn detection system. J. Chromatogr. B Biomed. Sci. Appl. 622(2), 153-159 (1993).

    4. Okimoto, Y., Warabi, E., Wada, Y., et al. A novel method of following oxidation of low-density lipoprotein using a sensitive fluorescent probe, diphenyl-1-pyrenylphosphine. Free Radic. Biol. Med. 35(6), 576-585 (2003).

    Product Citations

    Morita, M., Naito, Y., Yoshikawa, T., et al. Plasma lipid oxidation induced by peroxynitrite, hypochlorite, lipoxygenase and peroxyl radicals and its inhibition by antioxidants as assessed by diphenyl-1-pyrenylphosphine. Redox Biol. 8, 127-135 (2016).