Sensing Techniques for Organochlorides through Intermolecular Interaction with Bicyclic Amidines

Toxic organochloride molecules are widely used in industry for various purposes. With their high volatility, the direct detection of organochlorides in environmental samples is challenging. Here, a new organochloride detection mechanism using 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) is introduced to s...

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Autores principales:	Jong-Won Park, Lee-Woon Jang, Erik C. Jensen, Amanda Stockton, Jungkyu Kim
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	micellar electrokinetic chromatography capillary zone electrophoresis organochloride detection chlorinated hydrocarbons halogen bonding environmental pollution Biotechnology TP248.13-248.65
Acceso en línea:	https://doaj.org/article/85f7187d5d1043ce815c34dceda807e1
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spelling	oai:doaj.org-article:85f7187d5d1043ce815c34dceda807e12021-11-25T16:54:55ZSensing Techniques for Organochlorides through Intermolecular Interaction with Bicyclic Amidines10.3390/bios111104132079-6374https://doaj.org/article/85f7187d5d1043ce815c34dceda807e12021-10-01T00:00:00Zhttps://www.mdpi.com/2079-6374/11/11/413https://doaj.org/toc/2079-6374Toxic organochloride molecules are widely used in industry for various purposes. With their high volatility, the direct detection of organochlorides in environmental samples is challenging. Here, a new organochloride detection mechanism using 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) is introduced to simplify a sensing method with higher detection sensitivity. Three types of organochloride compounds-trichloroethylene (TCE), dichloromethane (DCM), and dichlorodiphenyltrichloroethane (DDT)—were targeted to understand DCM conjugation chemistry by using nuclear magnetic resonance (NMR) and liquid chromatography with a mass spectrometer (LC-MS). <sup>13</sup>C-NMR spectra and LC-MS data indicated that DBN can be labeled on these organochloride compounds by chlorine–nitrogen interaction. Furthermore, to demonstrate the organochloride sensing capability, the labeling yield and limit of detection were determined by a colorimetric assay as well as micellar electrokinetic chromatography (MEKC). The interaction with DBN was most appreciable for TCE, among other organochlorides. TCE was detected at picomolar levels, which is two orders of magnitude lower than the maximum contaminant level set by the United States Environmental Protection Agency. MEKC, in conjunction with this DBN-labeling method, enables us to develop a field-deployable sensing platform for detecting toxic organochlorides with high sensitivity.Jong-Won ParkLee-Woon JangErik C. JensenAmanda StocktonJungkyu KimMDPI AGarticlemicellar electrokinetic chromatographycapillary zone electrophoresisorganochloride detectionchlorinated hydrocarbonshalogen bondingenvironmental pollutionBiotechnologyTP248.13-248.65ENBiosensors, Vol 11, Iss 413, p 413 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	micellar electrokinetic chromatography capillary zone electrophoresis organochloride detection chlorinated hydrocarbons halogen bonding environmental pollution Biotechnology TP248.13-248.65
spellingShingle	micellar electrokinetic chromatography capillary zone electrophoresis organochloride detection chlorinated hydrocarbons halogen bonding environmental pollution Biotechnology TP248.13-248.65 Jong-Won Park Lee-Woon Jang Erik C. Jensen Amanda Stockton Jungkyu Kim Sensing Techniques for Organochlorides through Intermolecular Interaction with Bicyclic Amidines
description	Toxic organochloride molecules are widely used in industry for various purposes. With their high volatility, the direct detection of organochlorides in environmental samples is challenging. Here, a new organochloride detection mechanism using 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) is introduced to simplify a sensing method with higher detection sensitivity. Three types of organochloride compounds-trichloroethylene (TCE), dichloromethane (DCM), and dichlorodiphenyltrichloroethane (DDT)—were targeted to understand DCM conjugation chemistry by using nuclear magnetic resonance (NMR) and liquid chromatography with a mass spectrometer (LC-MS). <sup>13</sup>C-NMR spectra and LC-MS data indicated that DBN can be labeled on these organochloride compounds by chlorine–nitrogen interaction. Furthermore, to demonstrate the organochloride sensing capability, the labeling yield and limit of detection were determined by a colorimetric assay as well as micellar electrokinetic chromatography (MEKC). The interaction with DBN was most appreciable for TCE, among other organochlorides. TCE was detected at picomolar levels, which is two orders of magnitude lower than the maximum contaminant level set by the United States Environmental Protection Agency. MEKC, in conjunction with this DBN-labeling method, enables us to develop a field-deployable sensing platform for detecting toxic organochlorides with high sensitivity.
format	article
author	Jong-Won Park Lee-Woon Jang Erik C. Jensen Amanda Stockton Jungkyu Kim
author_facet	Jong-Won Park Lee-Woon Jang Erik C. Jensen Amanda Stockton Jungkyu Kim
author_sort	Jong-Won Park
title	Sensing Techniques for Organochlorides through Intermolecular Interaction with Bicyclic Amidines
title_short	Sensing Techniques for Organochlorides through Intermolecular Interaction with Bicyclic Amidines
title_full	Sensing Techniques for Organochlorides through Intermolecular Interaction with Bicyclic Amidines
title_fullStr	Sensing Techniques for Organochlorides through Intermolecular Interaction with Bicyclic Amidines
title_full_unstemmed	Sensing Techniques for Organochlorides through Intermolecular Interaction with Bicyclic Amidines
title_sort	sensing techniques for organochlorides through intermolecular interaction with bicyclic amidines
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/85f7187d5d1043ce815c34dceda807e1
work_keys_str_mv	AT jongwonpark sensingtechniquesfororganochloridesthroughintermolecularinteractionwithbicyclicamidines AT leewoonjang sensingtechniquesfororganochloridesthroughintermolecularinteractionwithbicyclicamidines AT erikcjensen sensingtechniquesfororganochloridesthroughintermolecularinteractionwithbicyclicamidines AT amandastockton sensingtechniquesfororganochloridesthroughintermolecularinteractionwithbicyclicamidines AT jungkyukim sensingtechniquesfororganochloridesthroughintermolecularinteractionwithbicyclicamidines
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Sensing Techniques for Organochlorides through Intermolecular Interaction with Bicyclic Amidines

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