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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Main Authors: Amita Mondal, Abhijit Hazra, Mohit Kumar Chattopadhyay, Debojyoti Kundu, Swarup Kumar Tarai, Pritam Biswas, Ashish Bhattacharjee, Sukdeb Mandal, Priyabrata Banerjee
Format: Article
Language:English
Published: Elsevier 2023-02-01
Series:Heliyon
Subjects:
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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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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