A Porphyrin-based NIR Fluorescent Probe for Bi3+ and Potential Applications

• Published in: Journal of fluorescence 2024-03, Vol.34 (2), p.775-786
• Main Authors: Somkuwar, Pranati, Bhaskar, R., Ramasamy, Selva Kumar, Shaji, Leyana K., Bhat, Sarita G., Jose, Jiya, Kalleshappa, Ashok Kumar Somanahalli
• Format: Article
• Language: English
• Subjects: Analytical Chemistry; Benzaldehyde; Binding; Biochemistry; Biocompatibility; Biological and Medical Physics; Biomedical and Life Sciences; Biomedicine; Biophysics; Biotechnology; Fluorescent indicators; NMR; Nuclear magnetic resonance; Porphyrins; Quenching; Solid phases; Spectrophotometry; Water sampling
• ISSN: 1053-0509; 1573-4994
• DOI: 10.1007/s10895-023-03315-y

Herein, we have prepared a 5,10,15,20-Tetrakis(4-hydroxyphenyl) porphyrin ( P ) which acts as a probe for selective and sensitive detection of Bi 3+ ions. Probe P was obtained by reacting pyrrole with 4-hydroxyl benzaldehyde and characterized by NMR, IR, and ESI-MS. All photo-physical studies of P were tested in DMSO:H 2 O (8:2, v/v) media by spectrophotometry and spectrofluorometry respectively. The selectivity of P was tested with different metal ions in solution as well as in the solid phase, only Bi 3+ showed red fluorescence quenching while with other metal ions, no such effect was observed. The Job’s plot unveiled the 1:1 stoichiometric binding ratio of the probe with Bi 3+ and anticipated association constant of 3.4 ×10 5 M -1 , whereas the Stern-Volmer quenching constant was noticed to be 5.6 ×10 5 M -1 . Probe P could detect Bi 3+ down to 27 nM by spectrofluorometric. The binding mechanism of P with Bi 3+ was well supported with NMR, mass, and DFT studies. Further, the P was applied for the quantitative determination of Bi 3+ in various water samples and the biocompatibility of P was examined using neuro 2A (N2a) cells. Overall, probe P proves promising for the detection of Bi 3+ in the semi-aqueous phase and it is the first report as a colorimetric and fluorogenic probe.