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Compounds
Article . 2022 . Peer-reviewed
License: CC BY
Data sources: Crossref
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A Photoswitchable Chalcone-Carbohydrate Conjugate Obtained by CuAAC Click Reaction

Authors: Micael Paulino; Maria Manuela A. Pereira; Nuno Basílio;

A Photoswitchable Chalcone-Carbohydrate Conjugate Obtained by CuAAC Click Reaction

Abstract

Flavylium/Chalcone-based molecular switches comprise features such as pH-gated photochromism and fluorescence properties that make them attractive for many applications, ranging from stimuli-responsive materials to photopharmacology. However, in contrast to other common photoswitches, the application of flavylium compounds in these areas remains largely unexplored. Among other possible reasons, this may be due to the lack of general strategies to attach these molecules to substrates such as polymers, nanoparticles, biomolecules, or surfaces. In this work, we have shown that a copper (I) catalyzed azide-alkyne cycloaddition (CuAAC) can be employed to obtain a chalcone conjugate. We used an isosorbide carbohydrate to demonstrate this strategy and investigated the photochemical properties of the chalcone-isosorbide conjugate. The obtained results show that the photochemical properties of this new compound are similar to other equivalent flavylium/chalcone photoswitches, confirming the feasibility of the conjugation strategy.

Country
Portugal
Keywords

Chemistry (miscellaneous), Materials Science (miscellaneous), azide-alkyne click reaction, photochromism, Biochemistry, Genetics and Molecular Biology (miscellaneous), flavylium salts, photoswitches

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    This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
    3
    popularity
    This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
    Top 10%
    influence
    This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
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    impulse
    This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
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selected citations
These citations are derived from selected sources.
This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Citations provided by BIP!
popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
BIP!Popularity provided by BIP!
influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
BIP!Impulse provided by BIP!
3
Top 10%
Average
Average
Green
gold