A Triphenyl Amine‐Based Solvatofluorochromic Dye for the Selective and Ratiometric Sensing of OCl<sup>−</sup> in Human Blood Cells

Shyamaprosad Goswami, Krishnendu Aich, Sangita Das, Bholanath Pakhira, Kakali Ghoshal, Ching Kheng Quah, Maitree Bhattacharyya, Hoong‐Kun Fun, Sabyasachi Sarkar

Chemistry - An Asian Journal · 2015 · 52 citations · 36 references

Concepts

Abstract

A new visible-light-excitable fluorescence ratiometric probe for OCl(-) has been developed based on a triphenylamine-diamiomaleonitrile (TAM) moiety. The structure of the dye was confirmed by single-crystal X-ray analysis. It behaves as a highly selective and sensitive probe for OCl(-) over other analytes with a fast response time (∼100 s). OCl(-) reacts with the probe leading to the formation of the corresponding aldehyde in a mixed-aqueous system. The detection limit of the probe is in the 10(-8) M range. The probe (TAM) also exhibits solvatofluorochromism. Changing the solvent from non-polar to polar, the emission band of TAM largely red-shifted. Moreover, the probe shows an excellent performance in real-life application in detecting OCl(-) in human blood cells. The experimentally observed changes in the structure and electronic properties of the probe after reaction with OCl(-) were studied by DFT and TDDFT computational calculations.

References

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