Explicating the recognition phenomenon of hazardous nitro-aromatic compound from contaminated environmental and cellular matrices by rationally designed pyridine-functionalized molecular probes
In the quest of recognizing hazardous nitro-aromatic compounds in water, two pyridine-functionalized Schiff-base chemosensors, DMP ((E)-N-(3,4-dimethoxybenzylidene)(pyridin-2-yl)methanamine)) and MP (4-((E)-((pyridin-2-yl)methylimino)methyl)-2-ethoxyphenol) have been synthesized to detect mutagenic...
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Elsevier
2023-02-01
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Online Access: | http://www.sciencedirect.com/science/article/pii/S2405844023008277 |
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author | Amita Mondal Abhijit Hazra Mohit Kumar Chattopadhyay Debojyoti Kundu Swarup Kumar Tarai Pritam Biswas Ashish Bhattacharjee Sukdeb Mandal Priyabrata Banerjee |
author_facet | Amita Mondal Abhijit Hazra Mohit Kumar Chattopadhyay Debojyoti Kundu Swarup Kumar Tarai Pritam Biswas Ashish Bhattacharjee Sukdeb Mandal Priyabrata Banerjee |
author_sort | Amita Mondal |
collection | DOAJ |
description | In the quest of recognizing hazardous nitro-aromatic compounds in water, two pyridine-functionalized Schiff-base chemosensors, DMP ((E)-N-(3,4-dimethoxybenzylidene)(pyridin-2-yl)methanamine)) and MP (4-((E)-((pyridin-2-yl)methylimino)methyl)-2-ethoxyphenol) have been synthesized to detect mutagenic 2,4,6-Trinitrophenol (TNP) in soil, water as well as cellular matrices by producing turn-off emission responses as a combined consequence of PET and RET processes. Several experimental analyses including ESI-MS, FT-IR, photoluminescence, 1H NMR titration, and the theoretical calculations ascertained the formation and sensing efficacies of the chemosensors. The analytical substantiations revealed that structural variation of the chemosensors played a significant role in improving the sensing efficiency, which would certainly be worthwhile in developing small molecular TNP sensors. The present work depicted that the electron density within the MP framework was more than that of DMP due to the intentional incorporation of –OEt and –OH groups. As a result, MP represented a strong interaction mode towards the electron-deficient TNP with a detection limit of 39 μM. |
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id | doaj.art-0c459f0a3da743e7b120fd4d3ba19b29 |
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issn | 2405-8440 |
language | English |
last_indexed | 2024-04-10T06:19:07Z |
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spelling | doaj.art-0c459f0a3da743e7b120fd4d3ba19b292023-03-02T05:02:17ZengElsevierHeliyon2405-84402023-02-0192e13620Explicating the recognition phenomenon of hazardous nitro-aromatic compound from contaminated environmental and cellular matrices by rationally designed pyridine-functionalized molecular probesAmita Mondal0Abhijit Hazra1Mohit Kumar Chattopadhyay2Debojyoti Kundu3Swarup Kumar Tarai4Pritam Biswas5Ashish Bhattacharjee6Sukdeb Mandal7Priyabrata Banerjee8CSIR-Central Mechanical Engineering Research Institute, M. G. Avenue, Durgapur 713209, India; Department of Chemistry, National Institute of Technology, M. G. Avenue, Durgapur 713209, IndiaCSIR-Central Mechanical Engineering Research Institute, M. G. Avenue, Durgapur 713209, India; Academy of Scientific and Innovative Research (AcSIR), AcSIR Headquarters CSIR-HRDC Campus, Postal Staff College Area, Sector 19, Kamla Nehru Nagar, Ghaziabad 201002, Uttar Pradesh, IndiaCSIR-Central Mechanical Engineering Research Institute, M. G. Avenue, Durgapur 713209, IndiaCSIR-Central Mechanical Engineering Research Institute, M. G. Avenue, Durgapur 713209, India; Academy of Scientific and Innovative Research (AcSIR), AcSIR Headquarters CSIR-HRDC Campus, Postal Staff College Area, Sector 19, Kamla Nehru Nagar, Ghaziabad 201002, Uttar Pradesh, IndiaDepartment of Chemistry, National Institute of Technology, M. G. Avenue, Durgapur 713209, IndiaDepartment of Biotechnology, National Institute of Technology, M. G. Avenue, Durgapur 713209, IndiaDepartment of Biotechnology, National Institute of Technology, M. G. Avenue, Durgapur 713209, IndiaCSIR-Central Mechanical Engineering Research Institute, M. G. Avenue, Durgapur 713209, India; Academy of Scientific and Innovative Research (AcSIR), AcSIR Headquarters CSIR-HRDC Campus, Postal Staff College Area, Sector 19, Kamla Nehru Nagar, Ghaziabad 201002, Uttar Pradesh, IndiaCSIR-Central Mechanical Engineering Research Institute, M. G. Avenue, Durgapur 713209, India; Academy of Scientific and Innovative Research (AcSIR), AcSIR Headquarters CSIR-HRDC Campus, Postal Staff College Area, Sector 19, Kamla Nehru Nagar, Ghaziabad 201002, Uttar Pradesh, India; Corresponding author. CSIR-Central Mechanical Engineering Research Institute, M. G. Avenue, Durgapur 713209, India.,In the quest of recognizing hazardous nitro-aromatic compounds in water, two pyridine-functionalized Schiff-base chemosensors, DMP ((E)-N-(3,4-dimethoxybenzylidene)(pyridin-2-yl)methanamine)) and MP (4-((E)-((pyridin-2-yl)methylimino)methyl)-2-ethoxyphenol) have been synthesized to detect mutagenic 2,4,6-Trinitrophenol (TNP) in soil, water as well as cellular matrices by producing turn-off emission responses as a combined consequence of PET and RET processes. Several experimental analyses including ESI-MS, FT-IR, photoluminescence, 1H NMR titration, and the theoretical calculations ascertained the formation and sensing efficacies of the chemosensors. The analytical substantiations revealed that structural variation of the chemosensors played a significant role in improving the sensing efficiency, which would certainly be worthwhile in developing small molecular TNP sensors. The present work depicted that the electron density within the MP framework was more than that of DMP due to the intentional incorporation of –OEt and –OH groups. As a result, MP represented a strong interaction mode towards the electron-deficient TNP with a detection limit of 39 μM.http://www.sciencedirect.com/science/article/pii/S2405844023008277Pyridine-functionalized Schiff-base chemosensorsTNP sensing efficienciesTheoretical corroborationReal-world applicationsIn vitro analysesRDG analysis |
spellingShingle | Amita Mondal Abhijit Hazra Mohit Kumar Chattopadhyay Debojyoti Kundu Swarup Kumar Tarai Pritam Biswas Ashish Bhattacharjee Sukdeb Mandal Priyabrata Banerjee Explicating the recognition phenomenon of hazardous nitro-aromatic compound from contaminated environmental and cellular matrices by rationally designed pyridine-functionalized molecular probes Heliyon Pyridine-functionalized Schiff-base chemosensors TNP sensing efficiencies Theoretical corroboration Real-world applications In vitro analyses RDG analysis |
title | Explicating the recognition phenomenon of hazardous nitro-aromatic compound from contaminated environmental and cellular matrices by rationally designed pyridine-functionalized molecular probes |
title_full | Explicating the recognition phenomenon of hazardous nitro-aromatic compound from contaminated environmental and cellular matrices by rationally designed pyridine-functionalized molecular probes |
title_fullStr | Explicating the recognition phenomenon of hazardous nitro-aromatic compound from contaminated environmental and cellular matrices by rationally designed pyridine-functionalized molecular probes |
title_full_unstemmed | Explicating the recognition phenomenon of hazardous nitro-aromatic compound from contaminated environmental and cellular matrices by rationally designed pyridine-functionalized molecular probes |
title_short | Explicating the recognition phenomenon of hazardous nitro-aromatic compound from contaminated environmental and cellular matrices by rationally designed pyridine-functionalized molecular probes |
title_sort | explicating the recognition phenomenon of hazardous nitro aromatic compound from contaminated environmental and cellular matrices by rationally designed pyridine functionalized molecular probes |
topic | Pyridine-functionalized Schiff-base chemosensors TNP sensing efficiencies Theoretical corroboration Real-world applications In vitro analyses RDG analysis |
url | http://www.sciencedirect.com/science/article/pii/S2405844023008277 |
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