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• W2007202231 endingPage "8210" @default.
• W2007202231 startingPage "8202" @default.
• W2007202231 abstract "The fluorogenic indicator 2-[6-(4'-amino)phenoxy-3H-xanthen-3-on-9-yl]benzoic acid (APF) is used widely to detect and measure reactive nitrogen and oxygen species such as peroxynitrite, ONOO-, both in vivo and in vitro. We present in this work the results of a combined computational and experimental study to provide insights into the mechanism of the reaction of APF with the radical products of ONOO- reaction with CO2, namely NO2* and CO3*-. The experimental study on the inhibition of APF oxidation by HCO3- suggests that a direct reaction of APF with nitrosoperoxycarbonate, ONOOCO2-, is unlikely. The mechanism of APF action on NO2* and CO3*- was investigated using gas-phase and solvent modeled calculations at the MPW1K/6-311+G(d)//MPW1K/6-31G(d) level of theory. Our computational results suggest that two-electron oxidation of APF takes place in two rapid one-electron oxidation steps, the first being a proton-coupled electron transfer (PCET) between APF and NO2*, followed by addition of CO3*- and subsequent decomposition of the adduct to yield fluorescein." @default.
• W2007202231 created "2016-06-24" @default.
• W2007202231 creator A5057550875 @default.
• W2007202231 creator A5069136351 @default.
• W2007202231 creator A5074297829 @default.
• W2007202231 date "2007-08-01" @default.
• W2007202231 modified "2023-09-23" @default.
• W2007202231 title "Reaction of the Radical Pair NO2•and CO3•-with 2-[6-(4‘-Amino)phenoxy-3H-xanthen-3-on-9-yl]benzoic Acid (APF)" @default.
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• W2007202231 doi "https://doi.org/10.1021/jp073142p" @default.
• W2007202231 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/17672441" @default.
• W2007202231 hasPublicationYear "2007" @default.
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