Issue 24, 2022

A benzothiazole-based dual reaction site fluorescent probe for the selective detection of hydrazine in water and live cells

Abstract

As hydrazine is an environmental pollutant and highly toxic to living organisms, selective and rapid detection is highly needed for the benefit of living organisms as well as the environment. Here, we first introduced a novel benzothiazole conjugated methyldicyanovinyl coumarin probe BTC, with dual recognition sites for hydrazine detection. The incorporation of the methyldicyanovinyl group into the benzocoumarin fluorophore increased the electrophilicity of the lactone ring of the probe BTC facilitating the nucleophilic attack of hydrazine and rapid (within 1 min, low detection limit = 1.7 nM) turn-on sky blue fluorescence with 700-fold fluorescence intensity enhancement was observed via hydrazine-induced lactone ring-opening followed by selective cleavage of the dicyanovinyl group. According to the literature, dicyanovinyl group assisted lactone ring opening has revealed the possibility of hydrazine recognition with a large Stokes shift (140 nm) and a high fluorescence quantum yield (0.67). Here, the DFT study and practical applications of the probe BTC in different water samples have been presented. The probe BTC was also successfully applied for the detection of hydrazine in the vapor phase using paper strips and in live MDA-MB 231 cells.

Graphical abstract: A benzothiazole-based dual reaction site fluorescent probe for the selective detection of hydrazine in water and live cells

Supplementary files

Article information

Article type
Paper
Submitted
15 Apr 2022
Accepted
23 May 2022
First published
23 May 2022

Org. Biomol. Chem., 2022,20, 4949-4963

A benzothiazole-based dual reaction site fluorescent probe for the selective detection of hydrazine in water and live cells

A. Maiti, S. K. Manna, S. Halder, M. Mandal, A. Karak, D. Banik, K. Jana and A. K. Mahapatra, Org. Biomol. Chem., 2022, 20, 4949 DOI: 10.1039/D2OB00709F

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements