A highly selective fluorescent ‘turn-on’ chemosensor for Hg2+ based on a phthalazin-hydrazone derivative and its application in human cervical cancer cell imaging

Dipesh Mahajan; Nilesh Khairnar; Banashree Bondhopadhyay; Suban K. Sahoo; Anupam Basu; Jasminder Singh; Narinder Singh; Ratnamala Bendre; Anil Kuwar

doi:10.1039/C4NJ02149E

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A highly selective fluorescent ‘turn-on’ chemosensor for Hg²⁺ based on a phthalazin-hydrazone derivative and its application in human cervical cancer cell imaging†

Dipesh Mahajan,^a Nilesh Khairnar,^a Banashree Bondhopadhyay,^b Suban K. Sahoo,^c Anupam Basu,^b Jasminder Singh,^d Narinder Singh,*^d Ratnamala Bendre*^a and Anil Kuwar*^a

Author affiliations

* Corresponding authors

^a School of Chemical Sciences, North Maharashtra University, Jalgaon, MS, India
E-mail: kuwaras@gmail.com, bendrers@rediffmail.com

^b Molecular Biology and Human Genetics Laboratory, Department of Zoology, The University of Burdwan, Burdwan, West Bengal, India

^c Department of Chemistry, SV National Institute Technology, Surat, Gujarat, India

^d Department of Chemistry, Indian Institute Technology, Ropar, Punjab, India
E-mail: nsingh@iitrpr.ac.in

Abstract

A new phthalazin-hydrazone based fluorescent chemosensor (E)-5-(diethylamino)-2-((2-(phthalazin-1-yl)hydrazono)methyl)phenol (1) was reported. Sensor 1 showed a high selectivity and sensitivity towards Hg²⁺ by giving significant fluorescence enhancement at 550 nm over other tested cations in DMSO/H₂O (80 : 20, v/v) medium. The association constant was 1.0 × 10⁴ M⁻¹ between sensor 1 and Hg²⁺. Sensor 1 showed a nanomolar detection limit of 26.1 nM Hg²⁺. Finally, the fluorescence imaging experiments for the detection of intracellular Hg²⁺ in human cervical cancer HeLa cells showed its practical utility in biological samples.

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Article information

DOI: https://doi.org/10.1039/C4NJ02149E
Article type: Paper
Submitted: 26 Nov 2014
Accepted: 06 Feb 2015
First published: 09 Feb 2015

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New J. Chem., 2015,39, 3071-3076

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A highly selective fluorescent ‘turn-on’ chemosensor for Hg²⁺ based on a phthalazin-hydrazone derivative and its application in human cervical cancer cell imaging

D. Mahajan, N. Khairnar, B. Bondhopadhyay, S. K. Sahoo, A. Basu, J. Singh, N. Singh, R. Bendre and A. Kuwar, New J. Chem., 2015, 39, 3071 DOI: 10.1039/C4NJ02149E

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