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A strained alkyne-containing bipyridine reagent; synthesis, reactivity and fluorescence properties
We report the synthesis of a bipyridyl reagent containing a strained alkyne, which significantly restricts its flexibility. Upon strain-promoted alkyne-azide cycloaddition (SPAAC) with an azide, which does not require a Cu catalyst, the structure becomes significantly more flexible and an increase i...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9074932/ https://www.ncbi.nlm.nih.gov/pubmed/35540623 http://dx.doi.org/10.1039/c9ra06866j |
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author | Forshaw, Sam Knighton, Richard C. Reber, Jami Parker, Jeremy S. Chmel, Nikola P. Wills, Martin |
author_facet | Forshaw, Sam Knighton, Richard C. Reber, Jami Parker, Jeremy S. Chmel, Nikola P. Wills, Martin |
author_sort | Forshaw, Sam |
collection | PubMed |
description | We report the synthesis of a bipyridyl reagent containing a strained alkyne, which significantly restricts its flexibility. Upon strain-promoted alkyne-azide cycloaddition (SPAAC) with an azide, which does not require a Cu catalyst, the structure becomes significantly more flexible and an increase in fluorescence is observed. Upon addition of Zn(ii), the fluorescence is enhanced further. The reagent has the potential to act as a fluorescent labelling agent with azide-containing substrates, including biological molecules. |
format | Online Article Text |
id | pubmed-9074932 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-90749322022-05-09 A strained alkyne-containing bipyridine reagent; synthesis, reactivity and fluorescence properties Forshaw, Sam Knighton, Richard C. Reber, Jami Parker, Jeremy S. Chmel, Nikola P. Wills, Martin RSC Adv Chemistry We report the synthesis of a bipyridyl reagent containing a strained alkyne, which significantly restricts its flexibility. Upon strain-promoted alkyne-azide cycloaddition (SPAAC) with an azide, which does not require a Cu catalyst, the structure becomes significantly more flexible and an increase in fluorescence is observed. Upon addition of Zn(ii), the fluorescence is enhanced further. The reagent has the potential to act as a fluorescent labelling agent with azide-containing substrates, including biological molecules. The Royal Society of Chemistry 2019-11-06 /pmc/articles/PMC9074932/ /pubmed/35540623 http://dx.doi.org/10.1039/c9ra06866j Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/ |
spellingShingle | Chemistry Forshaw, Sam Knighton, Richard C. Reber, Jami Parker, Jeremy S. Chmel, Nikola P. Wills, Martin A strained alkyne-containing bipyridine reagent; synthesis, reactivity and fluorescence properties |
title | A strained alkyne-containing bipyridine reagent; synthesis, reactivity and fluorescence properties |
title_full | A strained alkyne-containing bipyridine reagent; synthesis, reactivity and fluorescence properties |
title_fullStr | A strained alkyne-containing bipyridine reagent; synthesis, reactivity and fluorescence properties |
title_full_unstemmed | A strained alkyne-containing bipyridine reagent; synthesis, reactivity and fluorescence properties |
title_short | A strained alkyne-containing bipyridine reagent; synthesis, reactivity and fluorescence properties |
title_sort | strained alkyne-containing bipyridine reagent; synthesis, reactivity and fluorescence properties |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9074932/ https://www.ncbi.nlm.nih.gov/pubmed/35540623 http://dx.doi.org/10.1039/c9ra06866j |
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