Interplay of hole transfer and host-guest interaction in molecular dyad and triad : ensemble and single-molecule spectroscopy and sensing applications

A new molecular dyad consisting of a Cy5 chromophore and ferrocene (Fc) and a triad consisting of Cy5, Fc, and β-cyclodextrin (CD) are synthesized and their photophysical properties investigated at both the ensemble and single-molecule levels. Hole transfer efficiency from Cy5 to Fc in the dyad is r...

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Main Authors: Wu, Xiangyang, Liu, Fang, Wells, Kym L., Tan, Serena L. J., Webster, Richard D., Tan, Howe-Siang, Zhang, Dawei, Xing, Bengang, Yeow, Edwin K. L.
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2015
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Online Access:https://hdl.handle.net/10356/103953
http://hdl.handle.net/10220/24631
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1039532020-03-07T12:34:54Z Interplay of hole transfer and host-guest interaction in molecular dyad and triad : ensemble and single-molecule spectroscopy and sensing applications Wu, Xiangyang Liu, Fang Wells, Kym L. Tan, Serena L. J. Webster, Richard D. Tan, Howe-Siang Zhang, Dawei Xing, Bengang Yeow, Edwin K. L. School of Physical and Mathematical Sciences DRNTU::Science::Chemistry A new molecular dyad consisting of a Cy5 chromophore and ferrocene (Fc) and a triad consisting of Cy5, Fc, and β-cyclodextrin (CD) are synthesized and their photophysical properties investigated at both the ensemble and single-molecule levels. Hole transfer efficiency from Cy5 to Fc in the dyad is reduced upon addition of CD. This is due to an increase in the Cy5-Fc separation (r) when the Fc is encapsulated in the macrocyclic host. On the other hand, the triad adopts either a Fc-CD inclusion complex conformation in which hole transfer quenching of the Cy5 by Fc is minimal or a quasi-static conformation with short r and rapid charge transfer. Single-molecule fluorescence measurements reveal that r is lengthened when the triad molecules are deposited on a glass substrate. By combining intramolecular charge transfer and competitive supramolecular interaction, the triad acts as an efficient chemical sensor to detect different bioactive analytes such as amantadine hydrochloride and sodium lithocholate in aqueous solution and synthetic urine. 2015-01-15T05:04:54Z 2019-12-06T21:23:31Z 2015-01-15T05:04:54Z 2019-12-06T21:23:31Z 2014 2014 Journal Article Wu, X., Liu, F., Wells, K. L., Tan, S. L. J., Webster, R. D., Tan, H.-S., et al. (2014). Interplay of hole transfer and host-guest interaction in molecular dyad and triad : ensemble and single-molecule spectroscopy and sensing applications. Chemistry - a European journal, 21(8), 3387–3398. 0947-6539 https://hdl.handle.net/10356/103953 http://hdl.handle.net/10220/24631 10.1002/chem.201404360 en Chemistry - a European journal © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
institution Nanyang Technological University
building NTU Library
country Singapore
collection DR-NTU
language English
topic DRNTU::Science::Chemistry
spellingShingle DRNTU::Science::Chemistry
Wu, Xiangyang
Liu, Fang
Wells, Kym L.
Tan, Serena L. J.
Webster, Richard D.
Tan, Howe-Siang
Zhang, Dawei
Xing, Bengang
Yeow, Edwin K. L.
Interplay of hole transfer and host-guest interaction in molecular dyad and triad : ensemble and single-molecule spectroscopy and sensing applications
description A new molecular dyad consisting of a Cy5 chromophore and ferrocene (Fc) and a triad consisting of Cy5, Fc, and β-cyclodextrin (CD) are synthesized and their photophysical properties investigated at both the ensemble and single-molecule levels. Hole transfer efficiency from Cy5 to Fc in the dyad is reduced upon addition of CD. This is due to an increase in the Cy5-Fc separation (r) when the Fc is encapsulated in the macrocyclic host. On the other hand, the triad adopts either a Fc-CD inclusion complex conformation in which hole transfer quenching of the Cy5 by Fc is minimal or a quasi-static conformation with short r and rapid charge transfer. Single-molecule fluorescence measurements reveal that r is lengthened when the triad molecules are deposited on a glass substrate. By combining intramolecular charge transfer and competitive supramolecular interaction, the triad acts as an efficient chemical sensor to detect different bioactive analytes such as amantadine hydrochloride and sodium lithocholate in aqueous solution and synthetic urine.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Wu, Xiangyang
Liu, Fang
Wells, Kym L.
Tan, Serena L. J.
Webster, Richard D.
Tan, Howe-Siang
Zhang, Dawei
Xing, Bengang
Yeow, Edwin K. L.
format Article
author Wu, Xiangyang
Liu, Fang
Wells, Kym L.
Tan, Serena L. J.
Webster, Richard D.
Tan, Howe-Siang
Zhang, Dawei
Xing, Bengang
Yeow, Edwin K. L.
author_sort Wu, Xiangyang
title Interplay of hole transfer and host-guest interaction in molecular dyad and triad : ensemble and single-molecule spectroscopy and sensing applications
title_short Interplay of hole transfer and host-guest interaction in molecular dyad and triad : ensemble and single-molecule spectroscopy and sensing applications
title_full Interplay of hole transfer and host-guest interaction in molecular dyad and triad : ensemble and single-molecule spectroscopy and sensing applications
title_fullStr Interplay of hole transfer and host-guest interaction in molecular dyad and triad : ensemble and single-molecule spectroscopy and sensing applications
title_full_unstemmed Interplay of hole transfer and host-guest interaction in molecular dyad and triad : ensemble and single-molecule spectroscopy and sensing applications
title_sort interplay of hole transfer and host-guest interaction in molecular dyad and triad : ensemble and single-molecule spectroscopy and sensing applications
publishDate 2015
url https://hdl.handle.net/10356/103953
http://hdl.handle.net/10220/24631
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