2010
DOI: 10.1021/ol100126c
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Selective Perborate Signaling by Deprotection of Fluorescein and Resorufin Acetates

Abstract: The acetate derivatives of fluorescein and resorufin exhibited a prominent turn-on type signaling behavior toward BO(3)(-) ions over other common anions. Signaling is based on the selective deprotection of acetate groups by perborate, which resulted in significant chromogenic and fluorogenic signaling. Compound 1 also exhibited a pronounced perborate selectivity over other commonly used oxidants in 90% aqueous acetonitrile solution.

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Cited by 46 publications
(23 citation statements)
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References 37 publications
(20 reference statements)
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“…The as‐intended organic probe RePr contains a resorufin fluorophore and a propionate block with an ester bridge. It can be prepared in one step; resorufin sodium salt was treated with propionyl chloride in the presence of triethylamine to get 80% yield of RePr ,. The OA‐capped UCNPs were prepared as per the earlier reported procedure with slight modification ,.…”
Section: Resultsmentioning
confidence: 99%
“…The as‐intended organic probe RePr contains a resorufin fluorophore and a propionate block with an ester bridge. It can be prepared in one step; resorufin sodium salt was treated with propionyl chloride in the presence of triethylamine to get 80% yield of RePr ,. The OA‐capped UCNPs were prepared as per the earlier reported procedure with slight modification ,.…”
Section: Resultsmentioning
confidence: 99%
“…The structures of these fluorescent hydrazine probes are summarized in Figure . However, it should be pointed out that, the acetyl group located on the aromatic phenol is also a reaction site for BO 3 − anion, and several fluorescent probes have been develop for BO 3 − ions based on the acetyl recognition moiety, indicating that BO 3 − may interfere with the hydrazine detection by using this type of probe.…”
Section: Probes Based On Acetyl Moietymentioning
confidence: 99%
“…Recently, there has been an upsurge of interest in chemodosimeter based chemical sensing through M a n u s c r i p t 2 a specific irreversible chemical reaction between dosimetric molecules and the target species, leading to the release of a fluorescent or colored product [27][28][29]. Reaction-based chemodosimeters have been developed to achieve emission enhancement by reacting with Cu 2+ to yield fluorescent products which have little affinity to Cu 2+ , thus avoiding the challenge of paramagnetic nature of Cu 2+ .…”
Section: Introductionmentioning
confidence: 99%