A Fluorene based Fluorogenic ''Turn-off'' Chemosensor for the Recognition of Cu2+ and Fe3+: Computational Modeling and Living-cell Application


KARUK ELMAS Ş. N., Aydin D., Savran T., Caliskan E., Koran K., Arslan F. N., ...Daha Fazla

Current Analytical Chemistry, cilt.18, sa.2, ss.204-216, 2022 (SCI-Expanded) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 18 Sayı: 2
  • Basım Tarihi: 2022
  • Doi Numarası: 10.2174/1871520621666210322112005
  • Dergi Adı: Current Analytical Chemistry
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Biotechnology Research Abstracts, Chemical Abstracts Core
  • Sayfa Sayıları: ss.204-216
  • Anahtar Kelimeler: Bio-imaging, Copper, DFT, Fluorene, Fluorescence sensor, Iron
  • Marmara Üniversitesi Adresli: Evet

Özet

Background: The traditional methods for the detection and quantification of Cu2+ and Fe3+ heavy metal ions are usually troublesome in terms of high-cost, non-portable, time-consuming, special-ized personnel and complicated tools, so their applications in practical analyses is limited. Therefore, the development of cheap, fast and simple-use techniques/instruments with high sensitivity/selectivity for the detection of heavy metal ions is highly demanded and studied. Methods: In this study, a fluorene-based fluorescent ''turn-off'' sensor, methyl 2-(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-phenylpropanamido) acetate (probe FLPG) was synthesized via one-pot reaction and characterized by1 H-NMR,13 C-APT-NMR, HETCOR, ATR-FTIR and elemental analysis in detailed. All emission spectral studies of the probe FLPG have been performed in CH3 CN/HEPES (9/1, v/v, pH=7.4) media at rt. The quantum (Φ) yield of probe FLPG decreased con-siderably in the presence of Cu2+ and Fe3+. The theoretical computation of probe FLPG and its complexes were also performed using density functional theory (DFT). Furthermore, bio-imaging experiments of the probe FLPG was successfully carried out for Cu2+ and Fe3+ monitoring in living-cells. Results: The probe FLPG could sense Cu2+ and Fe3+ with high selectivity and sensitivity, and quantita-tive correlations (R2 >0.9000) between the Cu2+/Fe3+ concentrations (0.0−10.0 equiv). The limits of detection for Cu2+ and Fe3+ were found as 25.07 nM and 37.80 nM, respectively. The fluorescence quenching in the sensor is managed by ligand-to-metal charge transfer (LMCT) mechanism. Job’s plot was used to determine the binding stoichiometry (1:2) of the probe FLPG towards Cu2+ and Fe3+. The binding constants with strongly interacting Cu2+ and Fe3+ were determined as 4.56×108 M-2 and 2.02×1010 M-2, respectively, via the fluorescence titration experiments. The outcomes of the computational study supported the fluorescence data. Moreover, the practical application of the probe FLPG was successfully performed for living cells. Conclusion: This simple chemosensor system offers a highly selective and sensitive sensing platform for the routine detection of Cu2+ and Fe3+, and it keeps away from the usage of costly and sophisti-cated analysis systems.