Pyrenebutylamidopropylimidazole as a multi-analyte sensor for 3,5-dinitrosalicylic acid and Hg2+ ions

Ashwani Kumar, Anup Pandith, Hong Seok Kim

Research output: Contribution to journalArticlepeer-review

21 Citations (Scopus)


Pyrenebutylamidopropylimidazole 1 was synthesized as a sensor for 3,5-dinitrosalicylic acid (3,5-DNSA) and 5-nitrosalicylic acid (5-NSA), among other aromatic carboxylic acids, and Hg2+ among different metal ions in PBS-EtOH (5:95; pH=7.4) solutions. The sensing ability of probe 1 was examined using fluorescence and 1H NMR spectroscopy. The presence of 3,5-DNSA and 5-NSA resulted in 97% and 50% quenching, respectively, of the emission intensity at λmax=379 nm of probe 1, whereas the presence of Hg2+ resulted in the selective development of an excimer band at 476 nm with simultaneous quenching of the monomer emission. Probe 1 had good association constants with 3,5-DNSA (Ka=4.38×104 M-1) and 5-NSA (Ka=2.37×104 M-1) in a 1:1 stoichiometry in PBS-EtOH (5:95; pH=7.4) solution, whereas the presence of Hg2+ led to the formation of a 1:2 complex between Hg2+ and probe 1 with a high association constant (Ka=9.76×104 M-1). These results were further supported by energy-minimization density functional theory calculations.

Original languageEnglish
Pages (from-to)309-316
Number of pages8
JournalJournal of Luminescence
Publication statusPublished - Apr 2016
Externally publishedYes


  • 3,5-dinitrosalicylic acid
  • 5-nitrosalicylic acid
  • Fluorogenic probe
  • Hg ion sensor
  • Quenching

ASJC Scopus subject areas

  • Biophysics
  • Biochemistry
  • Chemistry(all)
  • Atomic and Molecular Physics, and Optics
  • Condensed Matter Physics


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