A new “ON–OFF–ON” fluorescent probe for sequential detection of Fe3+ and PPi based on 2-pyridin-2-ylethanamine and benzimidazo [2,1-a]benz[de]isoquinoline-7-one-12-carboxylic acid?

New Journal of Chemistry Pub Date: 2018-11-07 DOI: 10.1039/C8NJ04870C

Abstract

A new fluorescent probe X based on 2-pyridin-2-ylethanamine and benzimidazo[2,1-a]benz[de]isoquinoline-7-one-12-carboxylic acid was designed and synthesized for the detection of Fe3+ and PPi. X showed high sensitivity and selectivity for Fe3+ in the presence of other competing metal ions in DMF/H2O buffer solution. The limit of detection for Fe3+ was calculated from the titration curve to be 6.7 × 10?7 M. The Job's plot confirmed a 1?:?1 stoichiometry between the probe and Fe3+, and the complexation stability constant was calculated to be 7.46 × 103 M?1. Moreover, the fluorescence intensity of the probe was recovered after addition of the PPi. X could act as a fluorescence “ON–OFF–ON” probe for the sequential detection of Fe3+ and PPi. The binding mode and sensing mechanism of X with Fe3+ was verified by DFT/TDDFT calculations using Gaussian 09.

Graphical abstract: A new “ON–OFF–ON” fluorescent probe for sequential detection of Fe3+ and PPi based on 2-pyridin-2-ylethanamine and benzimidazo [2,1-a]benz[de]isoquinoline-7-one-12-carboxylic acid
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