A fluorescent probe for detection of peroxynitrite
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Coumarin Boronic Acid pinacolate ester

Item No. 10818

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-1-benzopyran-2-one
CAS Number
190788-61-5
Synonyms
  • CBA pinacolate ester
  • CBE
Molecular Formula
C15H17BO4
Formula Weight
272.1
Purity
≥98%
Emission
470 nm
Excitation
332 nm
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 11 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 3 mg/mlEthanol: 1 mg/ml
λmax
280, 320 nm
SMILES
O=C1OC2=CC(B3OC(C)(C)C(C)(C)O3)=CC=C2C=C1
InChi Code
InChI=1S/C15H17BO4/c1-14(2)15(3,4)20-16(19-14)11-7-5-10-6-8-13(17)18-12(10)9-11/h5-9H,1-4H3
InChi Key
BSNRAQZLNMHAOJ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    5 mg

    $87

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    10 mg

    $148

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    50 mg

    $609

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    100 mg

    $1,043

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    Product Description

    Coumarin boronic acid pinacolate ester (CBE) is a more soluble form of coumarin boronic acid (CBA; item no. 14051) that can be used to detect peroxynitrite (Item No. 81565), hypochlorous acid, and hydrogen peroxide.1,2,3,4 Peroxynitrite oxidizes CBE into the fluorescent product 7-hydroxycoumarin (COH), which displays excitation/emission maxima of 332/470 nm, respectively.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zielonka, J., Sikora, J., Joseph, J., et al. Peroxynitrite is the major species formed from different flux ratios of co-generated nitric oxide and superoxide. The Journal of Biological Chemisty 285(19), 14210-14216 (2010).

    2. Zielonka, J., Sikora, A., Hardy, M., et al. Boronate probes as diagnostic tools for real time monitoring of peroxynitrite and hydroperoxides. Chem. Res. Toxicol. 25(9), 1793-1799 (2012).

    3. Zielonka, J., Zielonka, M., Sikora, A., et al. Global profiling of reactive oxygen and nitrogen species in biological systems. The Journal of Biological Chemisty 287(5), 2984-2995 (2012).

    4. Du, L., Li, M., Zheng, S., et al. Rational design of a fluorescent hydrogen peroxide probe based on the umbelliferone fluorophore. Tetrahedron Lett. 49(19), 3045-3048 (2008).