<p>(E)-2-(((2-(1&#xa0;H-benzo[d]imidazol-2-yl)phenyl)imino)methyl)-3-bromo-6-methoxyphenol(<b>BBIM</b>), a novel Schiff base ligand based on benzimidazole, was synthesized and structurally characterized using spectroscopic techniques. The probe <b>BBIM</b> tested as a dual-mode colorimetric and fluorometric sensor for the detection of Cu<sup>2+</sup> ions. <b>BBIM</b> demonstrated strong fluorescence quenching (a “turn-off” response) and a clear color shift from colorless to yellow, together with good selectivity and sensitivity toward Cu<sup>2+</sup>. Further, 1:1 <b>BBIM</b>–Cu<sup>2+</sup> complex was formed, according to Job’s plot analysis. For colorimetric and fluorometric detection, the probe showed detection limits of 0.88 × 10<sup>−6</sup> M and 0.109 × 10⁻<sup>6</sup> M, respectively. Studies using live-cell imaging in A549 cells showed significant intracellular fluorescence and efficient cellular uptake, which were successfully muted following the addition of Cu<sup>2+</sup>.The experimental sensing behavior was validated by calculations using density functional theory (DFT/TD-DFT). Additionally, BBIM was effectively used to detect Cu<sup>2+</sup> in real water samples and exhibited usefulness using cotton-swab and paper-strip sensing platforms. These findings demonstrate the potential of <b>BBIM</b> as an easy-to-use and efficient sensor for monitoring Cu<sup>2+</sup> in biological and environmental systems.</p>

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Colorimetric and fluorescent “turn-off” benzimidazole-derived sensor for selective detection of Cu2+ ions in real water samples and bio-imaging studies

  • Hemanth,
  • Hosakere D. Revanasiddappa,
  • M. Jyothi Priya,
  • M. Prema,
  • Patryk Jasik,
  • Józef E. Sienkiewicz,
  • Niyazi Bulut,
  • B. Jayalakshmi,
  • Musa A. Said,
  • Kavitharaj Varadaraju,
  • Bhavana G. Gowda,
  • Shiva Prasad Kollur

摘要

(E)-2-(((2-(1 H-benzo[d]imidazol-2-yl)phenyl)imino)methyl)-3-bromo-6-methoxyphenol(BBIM), a novel Schiff base ligand based on benzimidazole, was synthesized and structurally characterized using spectroscopic techniques. The probe BBIM tested as a dual-mode colorimetric and fluorometric sensor for the detection of Cu2+ ions. BBIM demonstrated strong fluorescence quenching (a “turn-off” response) and a clear color shift from colorless to yellow, together with good selectivity and sensitivity toward Cu2+. Further, 1:1 BBIM–Cu2+ complex was formed, according to Job’s plot analysis. For colorimetric and fluorometric detection, the probe showed detection limits of 0.88 × 10−6 M and 0.109 × 10⁻6 M, respectively. Studies using live-cell imaging in A549 cells showed significant intracellular fluorescence and efficient cellular uptake, which were successfully muted following the addition of Cu2+.The experimental sensing behavior was validated by calculations using density functional theory (DFT/TD-DFT). Additionally, BBIM was effectively used to detect Cu2+ in real water samples and exhibited usefulness using cotton-swab and paper-strip sensing platforms. These findings demonstrate the potential of BBIM as an easy-to-use and efficient sensor for monitoring Cu2+ in biological and environmental systems.