Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 9, Issue 24, Pages 8340-8345Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c1ob06344h
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Funding
- National Research Foundation (NRF) [2011-0020450, 20110001211]
- Converging Research Center through the Ministry of Education, Science and Technology [2010K001202]
- WCU [R31-2008-000-10010-0]
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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%
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