2004
DOI: 10.1021/ol0487985
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New Fluorescence-Quenching Process through Resumption of PET Process Induced by Complexation of Alkali Metal Ion

Abstract: [reaction: see text] Under acidic conditions, a fluorescence-quenching process of 1 induced by selective binding of alkali metal ions was discovered. The mechanism of this new process involves alkali metal ion-induced deprotonation of the ammonium ion to trigger resumption of a fluorescence-quenching PET process.

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Cited by 66 publications
(26 citation statements)
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“…10,11 Hg 21 ions in the environment can be transformed into lipophilic organomercury derivatives (CH 3 HgX) and accumulates in the human body through the food chain. 13,15,[17][18][19][20][21][22][23] Dansyl fluorophore, which consists of dimethylamino moiety as a donor part and naphthalene sulfonyl as an acceptor part, has been widely used in fluorescence sensing applications due to its strong fluorescence in the visible region with high quantum yields. 1,13,14 The development of sensitive, robust, reliable, and portable analysis methods for the detection of metal ions has drawn a great deal of attention.…”
Section: Introductionmentioning
confidence: 99%
“…10,11 Hg 21 ions in the environment can be transformed into lipophilic organomercury derivatives (CH 3 HgX) and accumulates in the human body through the food chain. 13,15,[17][18][19][20][21][22][23] Dansyl fluorophore, which consists of dimethylamino moiety as a donor part and naphthalene sulfonyl as an acceptor part, has been widely used in fluorescence sensing applications due to its strong fluorescence in the visible region with high quantum yields. 1,13,14 The development of sensitive, robust, reliable, and portable analysis methods for the detection of metal ions has drawn a great deal of attention.…”
Section: Introductionmentioning
confidence: 99%
“…The elevated lysosome pH in neural ceroid lipofuscinoses and the defective pH regulation of acidic compartments in human breast cancer cells are two illustrative examples (8,9). There is already a wide development of fluorescent probes for metal cations, including alkalis metal cations, alkaline earth metal cations, Zn 2+ , heavy metal cations and so on (10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20). However, the fluorescent probes for proton and neutral organic molecules (21,22) have not been studied as much as these cations, a possible reason for this is the absence of entirely satisfactory fluorescent indicators to measure pH in the relevant range (4.…”
Section: Introductionmentioning
confidence: 99%
“…Calix[4]arene‐based fluorescent sensors, which are the well studied fluorescent sensors, have been designed based on photophysical changes upon guest binding. Their mechanisms include photoinduced electron transfer (PET), photoinduced charge transfer (PCT), formation of monomer/excimer, and energy transfer . Calix[4]crowns offer particular promise because the function of calix[4]arene and crown units is bridged through entities that enable the divergent orientation of cavities of a size and nature sufficient to accommodate a variety of guests …”
Section: Introductionmentioning
confidence: 99%
“…There is considerable practicability in the development of molecular devices that utilize PET to translate a molecular recognition event into a fluorescent signal. It has been proven to be one of the most important methods for fluorescent monitoring in supramolecular chemistry because of its high sensitivity and convenience . Previously, Bu et al .…”
Section: Introductionmentioning
confidence: 99%