TD-DFT Study of Absorption and Emission Spectra of 2-(2′-Aminophenyl)benzothiazole Derivatives in Water

© 2017, Springer Science+Business Media New York. Reduction of aromatic azides to amines is an important property of hydrogen sulphide (H 2 S) which is useful in fluorescence microscopy and H 2 S probing in cells. The aim of this work is to study the substituent effect on the absorption and emission...

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Main Authors: Natthaporn Manojai, Rathawat Daengngern, Khanittha Kerdpol, Nawee Kungwan, Chanisorn Ngaojampa
Format: Journal
Published: 2018
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http://cmuir.cmu.ac.th/jspui/handle/6653943832/46426
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Institution: Chiang Mai University
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spelling th-cmuir.6653943832-464262018-04-25T07:26:39Z TD-DFT Study of Absorption and Emission Spectra of 2-(2′-Aminophenyl)benzothiazole Derivatives in Water Natthaporn Manojai Rathawat Daengngern Khanittha Kerdpol Nawee Kungwan Chanisorn Ngaojampa Chemistry Agricultural and Biological Sciences © 2017, Springer Science+Business Media New York. Reduction of aromatic azides to amines is an important property of hydrogen sulphide (H 2 S) which is useful in fluorescence microscopy and H 2 S probing in cells. The aim of this work is to study the substituent effect on the absorption and emission spectra of 2-(2′-aminophenyl)benzothiazole (APBT) in order to design APBT derivatives for the use of H 2 S detection. Absorption and emission spectra of APBT derivatives in aqueous environment were calculated using density functional theory (DFT) and time-dependent DFT (TD-DFT) at B3LYP/6-311+G(d,p) level. The computed results favoured the substitution of strong electron-donating group on the phenyl ring opposite to the amino group for their large Stokes’ shifts and emission wavelengths of over 600 nm. Also, three designed compounds were suggested as potential candidates for the fluorescent probes. Such generalised guideline learnt from this work can also be useful in further designs of other fluorescent probes of H 2 S in water. 2018-04-25T06:54:44Z 2018-04-25T06:54:44Z 2017-03-01 Journal 10530509 2-s2.0-85008715968 10.1007/s10895-016-2007-9 https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85008715968&origin=inward http://cmuir.cmu.ac.th/jspui/handle/6653943832/46426
institution Chiang Mai University
building Chiang Mai University Library
country Thailand
collection CMU Intellectual Repository
topic Chemistry
Agricultural and Biological Sciences
spellingShingle Chemistry
Agricultural and Biological Sciences
Natthaporn Manojai
Rathawat Daengngern
Khanittha Kerdpol
Nawee Kungwan
Chanisorn Ngaojampa
TD-DFT Study of Absorption and Emission Spectra of 2-(2′-Aminophenyl)benzothiazole Derivatives in Water
description © 2017, Springer Science+Business Media New York. Reduction of aromatic azides to amines is an important property of hydrogen sulphide (H 2 S) which is useful in fluorescence microscopy and H 2 S probing in cells. The aim of this work is to study the substituent effect on the absorption and emission spectra of 2-(2′-aminophenyl)benzothiazole (APBT) in order to design APBT derivatives for the use of H 2 S detection. Absorption and emission spectra of APBT derivatives in aqueous environment were calculated using density functional theory (DFT) and time-dependent DFT (TD-DFT) at B3LYP/6-311+G(d,p) level. The computed results favoured the substitution of strong electron-donating group on the phenyl ring opposite to the amino group for their large Stokes’ shifts and emission wavelengths of over 600 nm. Also, three designed compounds were suggested as potential candidates for the fluorescent probes. Such generalised guideline learnt from this work can also be useful in further designs of other fluorescent probes of H 2 S in water.
format Journal
author Natthaporn Manojai
Rathawat Daengngern
Khanittha Kerdpol
Nawee Kungwan
Chanisorn Ngaojampa
author_facet Natthaporn Manojai
Rathawat Daengngern
Khanittha Kerdpol
Nawee Kungwan
Chanisorn Ngaojampa
author_sort Natthaporn Manojai
title TD-DFT Study of Absorption and Emission Spectra of 2-(2′-Aminophenyl)benzothiazole Derivatives in Water
title_short TD-DFT Study of Absorption and Emission Spectra of 2-(2′-Aminophenyl)benzothiazole Derivatives in Water
title_full TD-DFT Study of Absorption and Emission Spectra of 2-(2′-Aminophenyl)benzothiazole Derivatives in Water
title_fullStr TD-DFT Study of Absorption and Emission Spectra of 2-(2′-Aminophenyl)benzothiazole Derivatives in Water
title_full_unstemmed TD-DFT Study of Absorption and Emission Spectra of 2-(2′-Aminophenyl)benzothiazole Derivatives in Water
title_sort td-dft study of absorption and emission spectra of 2-(2′-aminophenyl)benzothiazole derivatives in water
publishDate 2018
url https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85008715968&origin=inward
http://cmuir.cmu.ac.th/jspui/handle/6653943832/46426
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