APF

Cayman Chemical Item Number 10157

(CAS 359010-70-1)

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Description

The biology of highly reactive oxygen radical species is of great interest in many biomedical research disciplines, including, neurodegeneration and aging, cancer, and infectious diseases.1 There are a number of fluorescent reagents that can be used to detect free radicals, such as 2,7-dichlorodihydrofluorescein (DCDHF), but they have significant limitations due to their facile oxidation by light and numerous non-radical oxidants such as hydrogen peroxide (H2O2).2 APF is an aromatic amino-fluorescein derivative that has little intrinsic fluorescence. It undergoes oxidation only by the hydroxyl radical, hypochlorite ion, and certain peroxidase intermediates, but is inert to NO, H2O2, superoxide, and other oxidants. Upon oxidation, APF 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-​aminophenoxy)-​3-​oxo-​3H-​xanthen-​9-​yl]-​benzoic acid
CAS Number 359010-70-1
Molecular Formula C26H17NO5
Formula Weight 423.4
Formulation A solution in methyl acetate
Purity >98%
λmax 223, 278 nm
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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Nc1ccc(cc1)​Oc1ccc2c(c1)​Oc1cc(O)​ccc1C12OC(=O)​c2ccccc12
InCHI Code
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​1S/C26H17NO5/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/h1-14,28H,27H2
InCHI Key
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SKRNNOWWEXPZBB-UHFFFAOYSA-N

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Size Price Quantity Subtotal
500 µg $124.00 $0.00
1 mg $236.00 $0.00
5 mg $992.00 $0.00
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Ann Arbor, Michigan 48108 USA

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