A dual recognition site-based ratiometric fluorescent probe with reversible mechanochromism and acetochromism for ultra-sensitive hypochlorite detection

Existing hypochlorite (ClO<sup>-</sup>) probes often rely on a single recognition site, limiting their sensitivity and versatility. To address this, we designed and synthesized a phenothiazine-benzothiazole hydrazine-based ratiometric chemodosimeter (PBT-1) with dual hypochlorite recognition sites, achieving enhanced detection capabilities with an ultra-low detection limit of 0.026 nM. The probe exhibits greenish-yellow fluorescence and detects hypochlorite <i>via</i> sulfur oxidation followed by oxidative intramolecular cyclization, forming a non-fluorescent triazole product (PBT-1+ClO-). It also features reversible mechanochromism, acetochromism, positive solvatochromism, excellent stability, rapid response (1 second), and high selectivity over competing analytes. Mechanistic insights were supported by DFT calculations, ESI-MS, and <sup>1</sup>H NMR titration, with electrochemical sensing achieving an LOD of 1.105 nM. Practical applications included test strips, paddy roots, bean sprouts, and vegetables, showcasing its versatility and effectiveness. This dual-recognition strategy establishes a new benchmark for hypochlorite detection with superior sensitivity and multifunctionality.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ob00676g
Citations
4
Primary Topic
Molecular Sensors and Ion Detection
Type
article
Field-Weighted Citation Impact
3.03
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article

A dual recognition site-based ratiometric fluorescent probe with reversible mechanochromism and acetochromism for ultra-sensitive hypochlorite detection

S. Karpagam, Vinayagam Dhandapani
4 citations
Organic & Biomolecular Chemistry
Molecular Sensors and Ion Detection
3.03
article

A dual recognition site-based ratiometric fluorescent probe with reversible mechanochromism and acetochromism for ultra-sensitive hypochlorite detection

S. Karpagam, Vinayagam Dhandapani
article en
4 citations

Abstract

Existing hypochlorite (ClO<sup>-</sup>) probes often rely on a single recognition site, limiting their sensitivity and versatility. To address this, we designed and synthesized a phenothiazine-benzothiazole hydrazine-based ratiometric chemodosimeter (PBT-1) with dual hypochlorite recognition sites, achieving enhanced detection capabilities with an ultra-low detection limit of 0.026 nM. The probe exhibits greenish-yellow fluorescence and detects hypochlorite <i>via</i> sulfur oxidation followed by oxidative intramolecular cyclization, forming a non-fluorescent triazole product (PBT-1+ClO-). It also features reversible mechanochromism, acetochromism, positive solvatochromism, excellent stability, rapid response (1 second), and high selectivity over competing analytes. Mechanistic insights were supported by DFT calculations, ESI-MS, and <sup>1</sup>H NMR titration, with electrochemical sensing achieving an LOD of 1.105 nM. Practical applications included test strips, paddy roots, bean sprouts, and vegetables, showcasing its versatility and effectiveness. This dual-recognition strategy establishes a new benchmark for hypochlorite detection with superior sensitivity and multifunctionality.

Organic & Biomolecular ChemistryVol. 23(27)
Vellore Institute of Technology University (IN)
Openalex Percentile: Top 9%
Molecular Sensors and Ion Detection
3.03
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