Spacer dependency of the Hg2+-selective fluorescent signalling by desulfurization of thioamide as a turn-on switch
- Authors
- Choi, Myung Gil; Im, Hyun Gyu; Noh, Jae Hyun; Ryu, De Hun; Chang, Suk-Kyu
- Issue Date
- Feb-2013
- Publisher
- ELSEVIER SCIENCE SA
- Keywords
- Hg2+ signalling; Thioamide; Fluorogenic probe; Desulfurization; Spacer dependency; NBD dye
- Citation
- SENSORS AND ACTUATORS B-CHEMICAL, v.177, pp 583 - 588
- Pages
- 6
- Journal Title
- SENSORS AND ACTUATORS B-CHEMICAL
- Volume
- 177
- Start Page
- 583
- End Page
- 588
- URI
- https://scholarworks.bwise.kr/cau/handle/2019.sw.cau/14906
- DOI
- 10.1016/j.snb.2012.11.090
- ISSN
- 0925-4005
- Abstract
- A series of simple thioamides with 7-nitrobenz-2-oxa-1,3-diazole (NBD) signalling moiety were prepared and their Hg2+-selective signalling behaviour was investigated. The signalling was due to the selective Hg2+-assisted desulfurization of thioamides to their corresponding amides analogue which resulted in the switching on of the fluorescence signalling by the NBD moiety. Sarcosine (N-methyl glycine)-based compound with a single methylene group as a spacer between the thioamide signalling switch and the NBD fluorophore exhibited a pronounced Hg2+-selective chemodosimetric behaviour in aqueous 50% DMSO solution. In contrast, ethylene- and propylene-spaced analogues exhibited much poorer selectivity towards Hg2+ ions and lower fluorescence enhancement, and the efficiency of photoelectron transfer between NBD fluorophore and thioamide switch was dramatically decreased as the spacer length increased. The sarcosine-based thioamide could be used as a probe for the selective determination of Hg2+ ions in aqueous solution with a detection limit of 2.7 x 10(-6) M. (c) 2012 Elsevier B.V. All rights reserved.
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Collections - College of Natural Sciences > Department of Chemistry > 1. Journal Articles
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