title: Bis- and tris-naphthoimidazolium derivatives for the fluorescent recognition of ATP and GTP in 100% aqueous solution.
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.
authors: Department of Chemistry and Nano Science, Ewha Womans University, Seoul 120-750, Korea.
authors: Zhaochao
authors: Z
authors: Xu
authors: Na Ri
authors: NR
authors: Song
authors: Jong Hun
authors: JH
authors: Moon
authors: Jin Yong
authors: JY
authors: Lee
authors: Juyoung
authors: J
authors: Yoon
mesh_terms: D000255:Adenosine Triphosphate / Q000032:analysis*; D005453:Fluorescence; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry*; D006160:Guanosine Triphosphate / Q000032:analysis*; D007093:Imidazoles / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D012996:Solutions; D013050:Spectrometry, Fluorescence; D014867:Water / Q000737:chemistry
chemical_list: D005456:Fluorescent Dyes; D007093:Imidazoles; D012996:Solutions; D014867:Water; D006160:Guanosine Triphosphate; D000255:Adenosine Triphosphate