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Issue 28, 2017
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A chromogenic and ratiometric fluorogenic probe for rapid detection of a nerve agent simulant DCP based on a hybrid hydroxynaphthalene–hemicyanine dye

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Abstract

A new cyanine dye (CYD) based on hybrid hydroxynaphthalene–hemicyanine has been synthesized and characterized. The chromogenic and ratiometric fluorogenic probe (CYD) enables a fast and highly sensitive response to an OP nerve agent mimic diethyl chlorophosphate (DCP) through tandem phosphorylation and intramolecular cyclization reaction within 1 min and with the detection limit as low as 18.86 nM. To our knowledge this is the first report of a hydroxyl assisted bathochromic shift in a selective chemodosimeter for DCP exhibiting a ratiometric response. TDDFT calculations were performed in order to demonstrate the electronic properties of the probe and the cyclized product. Moreover, the utility of the probe CYD for the detection of DCP in live cells, in the gas phase and in a spiked soil sample has also been demonstrated.

Graphical abstract: A chromogenic and ratiometric fluorogenic probe for rapid detection of a nerve agent simulant DCP based on a hybrid hydroxynaphthalene–hemicyanine dye

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Supplementary files

Article information


Submitted
22 May 2017
Accepted
20 Jun 2017
First published
20 Jun 2017

Org. Biomol. Chem., 2017,15, 5959-5967
Article type
Paper

A chromogenic and ratiometric fluorogenic probe for rapid detection of a nerve agent simulant DCP based on a hybrid hydroxynaphthalene–hemicyanine dye

S. S. Ali, A. Gangopadhyay, K. Maiti, S. Mondal, A. K. Pramanik, U. N. Guria, Md. R. Uddin, S. Mandal, D. Mandal and A. K. Mahapatra, Org. Biomol. Chem., 2017, 15, 5959
DOI: 10.1039/C7OB01252G

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