A novel tryptamine-appended rhodamine-based chemosensor for selective detection of Hg2+ present in aqueous medium and its biological applications

Abstract

A novel rhodamine–tryptamine conjugate–based fluorescent and chromogenic chemosensor (RTS) for detection of Hg2+ present in water was reported. After gradual addition of Hg2+ in aqueous methanol solution of RTS, a strong orange fluorescence and deep-pink coloration were observed. The probe showed high selectivity towards Hg2+ compared to other competitive metal ions. The 1:1 binding stoichiometry between RTS and Hg2+ was established by Job’s plot analysis and mass spectroscopy. Initial studies showed that the synthesized probe RTS possessed fair non-toxicity and effectively passed through cell walls of model cell systems, viz., human neuroblastoma (SHSY5Y) cells and cervical cells (HeLa) to detect intercellular Hg2+ ions, signifying its utility in biological system. The limit of detection (LOD) was found to be 2.1 nM or 0.42 ppb by fluorescence titration. Additionally, the potential relevance of synthesized chemosensor for detecting Hg2+ ions in environmental water samples has been demonstrated.

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Acknowledgements

S. H. thanks UGC, India, for Dr. D. S. Kothari post-doctoral fellowship (F.4-2/2006 (BSR)/CH/15-16/0226). C.B., S.C., and S.M. thank UGC, New Delhi, India, for Senior Research Fellowship (SRF). D.S. is thankful to DST India for DST Inspire Doctoral Fellowship. K.C. acknowledges DST-SERB India for financial support (DST SERB EMR/2016/000310). The authors are thankful to Mr. Arghyadeep Bhattacharyya, Prof. Nikhil Guchait (Department of Chemistry, University of Calcutta), and Tanmoy Dalui (Technical Expert, Central FACS Facility CSIR-IICB). The authors also acknowledge DST-PURSE, India, for HR-MS facility at the Department of Chemistry, University of Calcutta. The financial assistance and instrumental facilities of Centre of Advanced Study (CAS-V, UGC, New Delhi) at the Department of Chemistry, University of Calcutta, are gratefully acknowledged.

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Correspondence to Animesh Pramanik.

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Hazra, S., Bodhak, C., Chowdhury, S. et al. A novel tryptamine-appended rhodamine-based chemosensor for selective detection of Hg2+ present in aqueous medium and its biological applications. Anal Bioanal Chem 411, 1143–1157 (2019). https://doi.org/10.1007/s00216-018-1546-0

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Keywords

  • Chemosensor
  • Rhodamine
  • Hg2+ detection
  • Cell imaging
  • Flow cytometry