A Pyrene-Pyrazole-Based Rotamer Senses Hg2+ on the Nanomolar Scale

Barnali Naskar, Anamika Dhara, Ritwik Modak, Dilip K. Maiti, Chandraday Prodhan, Keya Chaudhuri, Alberto Requena, José Pedro Cerón-Carrasco, Sanchita Goswami

Research output: Contribution to journalArticlepeer-review

15 Citations (Scopus)

Abstract

In this experimental and theoretical study, a new pyrene-pyrazole based chemosensor, 5-Methyl-1H-pyrazole-3-carboxylic acid pyren-1-ylm ethylene hydrazide (MpcphH), is designed and prepared for selective sensing of Hg2+. Photophysical studies, including UV-vis and fluorescence, showed that MpcphH exhibited high selectivity and sensitivity in response to Hg2+ with detection limit in the nano molar range. The 1H and 13C−NMR spectroscopic techniques are presented to elucidate the coordination modes of MpcphH towards Hg2+. The relative stability of the ketoimine/imineol tautomers and the specific rotamer responsible for Hg2+ coordination are evaluated by means of DFT calculations. Furthermore, MpcphH provides a reliable approach to monitor cellular cytoplasmic Hg2+ in HepG2 cells.

Original languageEnglish
Pages (from-to)2512-2519
Number of pages8
JournalChemistrySelect
Volume2
Issue number8
DOIs
Publication statusPublished - 13-03-2017

All Science Journal Classification (ASJC) codes

  • General Chemistry

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