A multifunctional probe for optical and electrochemical detection of hydrogen sulfide and real-time selective fungal imaging

This study reports the synthesis of 2-hydroxy-<i>N</i>-(6-nitro-1,3-dioxo-1<i>H</i>-benzo[<i>de</i>]isoquinolin-2(3<i>H</i>)-yl)benzamide (SNN), designed for the selective detection of hydrogen sulfide (H<sub>2</sub>S) and real-time imaging of <i>Candida albicans</i>. The probe was synthesized <i>via</i> imidation of 4-nitronaphthalic anhydride with salicyl hydrazide, leveraging the environmentally responsive fluorescence properties of naphthalimide derivatives. SNN demonstrated dual-mode functionality, enabling both optical and electrochemical sensing of H<sub>2</sub>S across a range of pH conditions, thereby providing insights into sulfur chemistry. Remarkably, SNN allowed direct wet-mount imaging of <i>C. albicans</i> without the need for prolonged incubation, producing high-contrast fluorescence with minimal background noise <i>via</i> endogenous H<sub>2</sub>S activation. It showed selective nuclear localization in <i>C. albicans</i> but did not facilitate fluorescence imaging in <i>Aspergillus niger</i>. Additionally, SNN was used for effective visualization of other fungi associated with bread spoilage, highlighting its promise as a versatile tool for fungal diagnostics and food safety applications. Moreover, the H<sub>2</sub>S-specific imaging was validated through incubation studies using 2-(aminooxy)acetic acid hydrochloride, a selective inhibitor of the cystathionine beta-synthase enzyme involved in the production of H<sub>2</sub>S and the metabolism of homocysteine.

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Publication Details

Journal
The Analyst
Published
2025-01-01
DOI
https://doi.org/10.1039/d5an00783f
Citations
1
Primary Topic
Advanced Chemical Sensor Technologies
Type
article
Field-Weighted Citation Impact
0.67
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article

A multifunctional probe for optical and electrochemical detection of hydrogen sulfide and real-time selective fungal imaging

Peralam Yegneswaran Prakash, Suresh D. Kulkarni, Anshuman Bera, Prajoy Kumar Mitra et al.
1 citations
The Analyst
Advanced Chemical Sensor Technologies
0.67
article

A multifunctional probe for optical and electrochemical detection of hydrogen sulfide and real-time selective fungal imaging

Peralam Yegneswaran Prakash, Suresh D. Kulkarni, Anshuman Bera, Prajoy Kumar Mitra, Y.N. Sudhakar, M Ranjana, Namita N Kashyap, Dhanya Sunil, Dinesh Upadhya, Sivaranjana Reddy Vennapusa
article en
1 citations

Abstract

This study reports the synthesis of 2-hydroxy-<i>N</i>-(6-nitro-1,3-dioxo-1<i>H</i>-benzo[<i>de</i>]isoquinolin-2(3<i>H</i>)-yl)benzamide (SNN), designed for the selective detection of hydrogen sulfide (H<sub>2</sub>S) and real-time imaging of <i>Candida albicans</i>. The probe was synthesized <i>via</i> imidation of 4-nitronaphthalic anhydride with salicyl hydrazide, leveraging the environmentally responsive fluorescence properties of naphthalimide derivatives. SNN demonstrated dual-mode functionality, enabling both optical and electrochemical sensing of H<sub>2</sub>S across a range of pH conditions, thereby providing insights into sulfur chemistry. Remarkably, SNN allowed direct wet-mount imaging of <i>C. albicans</i> without the need for prolonged incubation, producing high-contrast fluorescence with minimal background noise <i>via</i> endogenous H<sub>2</sub>S activation. It showed selective nuclear localization in <i>C. albicans</i> but did not facilitate fluorescence imaging in <i>Aspergillus niger</i>. Additionally, SNN was used for effective visualization of other fungi associated with bread spoilage, highlighting its promise as a versatile tool for fungal diagnostics and food safety applications. Moreover, the H<sub>2</sub>S-specific imaging was validated through incubation studies using 2-(aminooxy)acetic acid hydrochloride, a selective inhibitor of the cystathionine beta-synthase enzyme involved in the production of H<sub>2</sub>S and the metabolism of homocysteine.

The AnalystVol. 150(23)
Manipal Academy of Higher Education (IN), Indian Institute of Science Education and Research Thiruvananthapuram (IN)
Openalex Percentile: Top 25%
Advanced Chemical Sensor Technologies
0.67
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