AI Article Synopsis

  • Naphthoimidazolium groups exhibit unique ionic hydrogen bonding properties with anions and possess inherent fluorescence, eliminating the need for additional synthesis to achieve fluorescence.
  • Three derivatives were synthesized to explore their ability to recognize nucleotides: Compound 1 showed little to no fluorescence change with various nucleotides and anions, while Compound 2 displayed selective fluorescence responses to ATP and GTP.
  • Compound 3, with three naphthoimidazolium groups, demonstrated significant fluorescence enhancement with UTP, CTP, and TTP, indicating its potential for specific nucleotide recognition.

Article Abstract

Naphthoimidazolium groups can form unique ionic hydrogen bonds with anions as imidazolium moieties, and in addition, they are fluorescent, so no further elaborative synthesis is needed to introduce a fluorescent group. In this paper, three naphthoimidazolium derivatives were synthesized and studied for the recognition of nucleotides. Compound 1 composed of a single naphthoimidazolium group and quaternary ammonium group did not show any significant fluorescent changes with various anions and nucleotides, such as ATP, GTP, CTP, TTP, UTP, ADP and AMP. A tripodal compound 3 bearing three naphthoimidazolium groups and three quaternary ammonium groups, respectively, showed large fluorescence enhancements with UTP, CTP and TTP and moderate fluorescence enhancements with ATP and pyrophosphate and a fluorescence quenching effect with GTP. On the other hand, compound 2 bearing two naphthoimidazolium groups and two quaternary ammonium groups displayed a selective fluorescence enhancement with ATP and a selective fluorescence quenching effect with GTP in 100% aqueous solution.

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http://dx.doi.org/10.1039/c1ob06344hDOI Listing

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Article Synopsis
  • Naphthoimidazolium groups exhibit unique ionic hydrogen bonding properties with anions and possess inherent fluorescence, eliminating the need for additional synthesis to achieve fluorescence.
  • Three derivatives were synthesized to explore their ability to recognize nucleotides: Compound 1 showed little to no fluorescence change with various nucleotides and anions, while Compound 2 displayed selective fluorescence responses to ATP and GTP.
  • Compound 3, with three naphthoimidazolium groups, demonstrated significant fluorescence enhancement with UTP, CTP, and TTP, indicating its potential for specific nucleotide recognition.
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