A rational approach to fluorescence turn-on sensing of α-amino-carboxylates

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Ryu, Dowook [1 ]
Park, Eunju [1 ]
Kim, Dae-Sik [1 ]
Yan, Shihai [2 ]
Jin, Yong Lee [2 ]
Chang, Byoung-Yong [1 ]
Kyo, Han Ahn [1 ]
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[1] Department of Chemistry, Center for Integrated Molecular Systems, Pohang University of Science and Technology, San 31, Hyoja-dong, Pohang, 790-784, Korea, Republic of
[2] Department of Chemistry, Institute of Basic Science, Sungkyunkwan University, Suwon 440-746, Korea, Republic of
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A rational approach to fluorescence turn-on sensing of amino carboxylates is described; which primarily relies on the perturbation of the quenching n-π* transition energy level of a carbonyl ionophore relative to the π-π* transition energy level of an anthracene in the sensor. The anthracene-based bis(trifluoroacetylcarboxanilide) sensor is structurally simple but selectively senses α-amino acids as their carboxylate forms over β- and γ-homologues; by forming a (1:1)-cyclic adduct with a large fluorescence enhancement factor of 110. Copyright © 2008 American Chemical Society;
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页码:2394 / 2395
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