HPF

Cayman Chemical Item Number 10159

(CAS 359010-69-8)

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Description

The biology of highly reactive oxygen radical species is of great interest in many biomedical research disciplines, including neurodegeneration, aging, cancer, and infectious diseases.1 There are a number of fluorescent reagents, such as 2,7-dichlorodihydrofluorescein (DCDHF), that can be used to detect free radicals, but they have significant limitations due to their facile oxidation by light and numerous non-radical oxidants such as hydrogen peroxide (H2O2).2 HPF is a cell-permeable aromatic amino-fluorescein derivative that has little intrinsic fluorescence. It undergoes oxidation only by highly reactive oxygen species (hROS) such as the hydroxyl radical, peroxynitrite, and hROS generated from a peroxidase/H2O2 system. It is inert to hypochlorite ion, nitric oxide, hydrogen peroxide (H2O2), superoxide, and other oxidants. Upon oxidation, HPF is converted to the highly fluorescent molecule fluorescein, allowing the simple direct detection of highly reactive biological radicals.3

1. Matés, J.M., Pèrez-Gómez, C., and Nuñez de Castro, I. Antioxidant enzymes and human diseases. Clin Biochem 32(8) 595-603 (1999).

2. Hempel, S.L., Buettner, G.R., O'Malley, Y.Q., et al. Dihydrofluorescein diacetate is superior for detecting intracellular oxidants: Comparison with 2',7'-dichlorodihydrofluorescein diacetate, 5(and 6)-carboxy-2',7'-dichlorodihydrofluorescein diacetate, and dihydrorhodamine 123. Free Radic Biol Med 27(1) 146-159 (1999).

3. Setsukinai, K., Urano, Y., Kakinuma, K., et al. Development of novel fluorescence probes that can reliably detect reactive oxygen species and distinguish specific species. J Biol Chem 278(5) 3170-3175 (2003).

Formal Name (2-​[6-​(4'-​hydroxy)phenoxy-​3H-​xanthene-​3-​on-​9-​yl]benzoic acid
CAS Number 359010-69-8
Molecular Formula C26H16O6
Formula Weight 424.4
Formulation A solution in methyl acetate
Purity ≥98%
λmax 228, 277 nm
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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OC(C=C1)​=CC=C1OC2=CC3=C(C=C2)​C4(C(C=CC=C5)​=C5C(O4)​=O)​C6=CC=C(O)​C=C6O3
InCHI Code
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​1S/C26H16O6/c27-15-5-8-17(9-6-15)​30-18-10-12-22-24(14-18)​31-23-13-16(28)​7-11-21(23)​26(22)​20-4-2-1-3-19(20)​25(29)​32-26/h1-14,27-28H
InCHI Key
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NPOSMYDPUKBGQL-UHFFFAOYSA-N

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Size Price Quantity Subtotal
500 µg $135.00 $0.00
1 mg $255.00 $0.00
5 mg $1,072.00 $0.00
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