Simultaneous Identification of Neutral and Anionic Species in Complex Mixtures without Separation
A chemosensory system is reported that operates without the need for separation techniques and is capable of identifying anions and structurally similar bioactive molecules. In this strategy, the coordination of analytes to a metal complex with an open binding cleft generates “static structures” on...
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Wiley Blackwell
2017
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Online Access: | http://hdl.handle.net/1721.1/107118 |
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author | Zhao, Yanchuan Chen, Lily Swager, Timothy M |
author2 | Massachusetts Institute of Technology. Department of Chemistry |
author_facet | Massachusetts Institute of Technology. Department of Chemistry Zhao, Yanchuan Chen, Lily Swager, Timothy M |
author_sort | Zhao, Yanchuan |
collection | MIT |
description | A chemosensory system is reported that operates without the need for separation techniques and is capable of identifying anions and structurally similar bioactive molecules. In this strategy, the coordination of analytes to a metal complex with an open binding cleft generates “static structures” on the NMR timescale. Unique signals are created by strategically placing fluorine atoms in close proximity to bound analytes so that small structural differences induce distinct 19F NMR shifts that can be used to identify each analyte. The utility of this method is illustrated by quantifying caffeine levels in coffee, by identifying ingredients in tea and energy drinks, and by discriminating between multiple biogenic amines with remote structural differences six carbon atoms away from the binding site. We further demonstrate the simultaneous identification of multiple neutral and anionic species in a complex mixture. |
first_indexed | 2024-09-23T13:54:35Z |
format | Article |
id | mit-1721.1/107118 |
institution | Massachusetts Institute of Technology |
language | en_US |
last_indexed | 2024-09-23T13:54:35Z |
publishDate | 2017 |
publisher | Wiley Blackwell |
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spelling | mit-1721.1/1071182022-09-28T17:00:51Z Simultaneous Identification of Neutral and Anionic Species in Complex Mixtures without Separation Zhao, Yanchuan Chen, Lily Swager, Timothy M Massachusetts Institute of Technology. Department of Chemistry Zhao, Yanchuan Chen, Lily Swager, Timothy M A chemosensory system is reported that operates without the need for separation techniques and is capable of identifying anions and structurally similar bioactive molecules. In this strategy, the coordination of analytes to a metal complex with an open binding cleft generates “static structures” on the NMR timescale. Unique signals are created by strategically placing fluorine atoms in close proximity to bound analytes so that small structural differences induce distinct 19F NMR shifts that can be used to identify each analyte. The utility of this method is illustrated by quantifying caffeine levels in coffee, by identifying ingredients in tea and energy drinks, and by discriminating between multiple biogenic amines with remote structural differences six carbon atoms away from the binding site. We further demonstrate the simultaneous identification of multiple neutral and anionic species in a complex mixture. National Institute of General Medical Sciences (U.S.) (Grant GM095843) Shanghai Institute of Organic Chemistry (Postdoctoral Fellowship) Zhejiang Medicine Co., Ltd. (Postdoctoral Fellowship) Pharmaron (Postdoctoral Fellowship) 2017-02-23T15:58:13Z 2017-02-23T15:58:13Z 2016-01 2015-08 Article http://purl.org/eprint/type/JournalArticle 14337851 http://hdl.handle.net/1721.1/107118 Zhao, Yanchuan, Lily Chen, and Timothy M. Swager. “Simultaneous Identification of Neutral and Anionic Species in Complex Mixtures without Separation.” Angewandte Chemie International Edition 55.3 (2016): 917–921. en_US http://dx.doi.org/10.1002/anie.201508085 Angewandte Chemie International Edition Creative Commons Attribution-Noncommercial-Share Alike http://creativecommons.org/licenses/by-nc-sa/4.0/ application/pdf Wiley Blackwell PMC |
spellingShingle | Zhao, Yanchuan Chen, Lily Swager, Timothy M Simultaneous Identification of Neutral and Anionic Species in Complex Mixtures without Separation |
title | Simultaneous Identification of Neutral and Anionic Species in Complex Mixtures without Separation |
title_full | Simultaneous Identification of Neutral and Anionic Species in Complex Mixtures without Separation |
title_fullStr | Simultaneous Identification of Neutral and Anionic Species in Complex Mixtures without Separation |
title_full_unstemmed | Simultaneous Identification of Neutral and Anionic Species in Complex Mixtures without Separation |
title_short | Simultaneous Identification of Neutral and Anionic Species in Complex Mixtures without Separation |
title_sort | simultaneous identification of neutral and anionic species in complex mixtures without separation |
url | http://hdl.handle.net/1721.1/107118 |
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