Chemical synthesis and analytical profiling of NTSH: a versatile probe for hydrogen sulfide sensing and cellular imaging

The development of novel probes featuring diverse structural motifs, with promising applications in H _2 S detection and cellular imaging remains a central focus of scientific research. This study details the synthesis of 4-methyl-N-(6-nitro-1,3-dioxo-1 H -benzo[ de ]isoquinolin-2(3 H )-yl)benzenesu...

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Main Authors: Ranjana M, Namita N Kashyap, Prajoy Kumar Mitra, Dhanya Sunil, Sudhakar Y N, Sivaranjana Reddy Vennapusa, Ramesh Raju, Ilkka Tittonen, Dinesh Upadhya
Format: Article
Language:English
Published: IOP Publishing 2024-01-01
Series:Materials Research Express
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Online Access:https://doi.org/10.1088/2053-1591/ad94d3
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author Ranjana M
Namita N Kashyap
Prajoy Kumar Mitra
Dhanya Sunil
Sudhakar Y N
Sivaranjana Reddy Vennapusa
Ramesh Raju
Ilkka Tittonen
Dinesh Upadhya
author_facet Ranjana M
Namita N Kashyap
Prajoy Kumar Mitra
Dhanya Sunil
Sudhakar Y N
Sivaranjana Reddy Vennapusa
Ramesh Raju
Ilkka Tittonen
Dinesh Upadhya
author_sort Ranjana M
collection DOAJ
description The development of novel probes featuring diverse structural motifs, with promising applications in H _2 S detection and cellular imaging remains a central focus of scientific research. This study details the synthesis of 4-methyl-N-(6-nitro-1,3-dioxo-1 H -benzo[ de ]isoquinolin-2(3 H )-yl)benzenesulfonamide (NTSH), which involves a condensation reaction between commercially available 4-nitro-1,8-naphthalic anhydride and p -toluenesulfonyl hydrazide in glacial acetic acid. The H _2 S probe exhibits detection limits of 166 μM in fluorometric, 15.08 mM in absorbance, 2.48 mM in colorimetric, and 29 nM in electrochemical studies. The versatility of NTSH in sensing endogenous H _2 S and bioimaging of HEK 293T cells highlights its potential applicability in chemical biology research. The tendency of NTSH to undergo chemical changes in the presence of H _2 S to induce noticeable optical and electrochemical responses could lay the groundwork for creating sensitive and selective sensing platforms.
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institution Kabale University
issn 2053-1591
language English
publishDate 2024-01-01
publisher IOP Publishing
record_format Article
series Materials Research Express
spelling doaj-art-fefde68d1ebf4da5b1caab0cbbddd2fc2024-11-27T15:12:08ZengIOP PublishingMaterials Research Express2053-15912024-01-01111111510110.1088/2053-1591/ad94d3Chemical synthesis and analytical profiling of NTSH: a versatile probe for hydrogen sulfide sensing and cellular imagingRanjana M0Namita N Kashyap1Prajoy Kumar Mitra2Dhanya Sunil3https://orcid.org/0000-0002-0727-5125Sudhakar Y N4https://orcid.org/0000-0001-5051-4438Sivaranjana Reddy Vennapusa5https://orcid.org/0000-0002-8252-9586Ramesh Raju6Ilkka Tittonen7Dinesh Upadhya8Department of Chemistry, Manipal Institute of Technology, Manipal Academy of Higher Education, Manipal-576104, Karnataka, IndiaCentre for Molecular Neurosciences, Kasturba Medical College, Manipal Academy of Higher Education, Manipal-576104, Karnataka, IndiaSchool of Chemistry, Indian Institute of Science Education and Research, Thiruvananthapuram-695016, Kerala, IndiaDepartment of Chemistry, Manipal Institute of Technology, Manipal Academy of Higher Education, Manipal-576104, Karnataka, IndiaDepartment of Chemistry, Manipal Institute of Technology, Manipal Academy of Higher Education, Manipal-576104, Karnataka, IndiaSchool of Chemistry, Indian Institute of Science Education and Research, Thiruvananthapuram-695016, Kerala, IndiaDepartment of Electronics and Nanoengineering, Aalto University , PO Box 13500, FI-00076, FinlandDepartment of Electronics and Nanoengineering, Aalto University , PO Box 13500, FI-00076, FinlandCentre for Molecular Neurosciences, Kasturba Medical College, Manipal Academy of Higher Education, Manipal-576104, Karnataka, IndiaThe development of novel probes featuring diverse structural motifs, with promising applications in H _2 S detection and cellular imaging remains a central focus of scientific research. This study details the synthesis of 4-methyl-N-(6-nitro-1,3-dioxo-1 H -benzo[ de ]isoquinolin-2(3 H )-yl)benzenesulfonamide (NTSH), which involves a condensation reaction between commercially available 4-nitro-1,8-naphthalic anhydride and p -toluenesulfonyl hydrazide in glacial acetic acid. The H _2 S probe exhibits detection limits of 166 μM in fluorometric, 15.08 mM in absorbance, 2.48 mM in colorimetric, and 29 nM in electrochemical studies. The versatility of NTSH in sensing endogenous H _2 S and bioimaging of HEK 293T cells highlights its potential applicability in chemical biology research. The tendency of NTSH to undergo chemical changes in the presence of H _2 S to induce noticeable optical and electrochemical responses could lay the groundwork for creating sensitive and selective sensing platforms.https://doi.org/10.1088/2053-1591/ad94d3H2S sensorelectrochemical sensingcolorimetric sensingfluorometric sensingcellular imagingendogenous H2S
spellingShingle Ranjana M
Namita N Kashyap
Prajoy Kumar Mitra
Dhanya Sunil
Sudhakar Y N
Sivaranjana Reddy Vennapusa
Ramesh Raju
Ilkka Tittonen
Dinesh Upadhya
Chemical synthesis and analytical profiling of NTSH: a versatile probe for hydrogen sulfide sensing and cellular imaging
Materials Research Express
H2S sensor
electrochemical sensing
colorimetric sensing
fluorometric sensing
cellular imaging
endogenous H2S
title Chemical synthesis and analytical profiling of NTSH: a versatile probe for hydrogen sulfide sensing and cellular imaging
title_full Chemical synthesis and analytical profiling of NTSH: a versatile probe for hydrogen sulfide sensing and cellular imaging
title_fullStr Chemical synthesis and analytical profiling of NTSH: a versatile probe for hydrogen sulfide sensing and cellular imaging
title_full_unstemmed Chemical synthesis and analytical profiling of NTSH: a versatile probe for hydrogen sulfide sensing and cellular imaging
title_short Chemical synthesis and analytical profiling of NTSH: a versatile probe for hydrogen sulfide sensing and cellular imaging
title_sort chemical synthesis and analytical profiling of ntsh a versatile probe for hydrogen sulfide sensing and cellular imaging
topic H2S sensor
electrochemical sensing
colorimetric sensing
fluorometric sensing
cellular imaging
endogenous H2S
url https://doi.org/10.1088/2053-1591/ad94d3
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