Meta-CF(3)-Substituted Analogues of the GFP Chromophore with Remarkable Solvatochromism

In this work, we have shown that the introduction of a trifluoromethyl group into the me-ta-position of arylidene imidazolones (GFP chromophore core) leads to a dramatic increase in their fluorescence in nonpolar and aprotic media. The presence of a pronounced solvent-dependent gradation of fluoresc...

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Autores principales: Perfilov, Maxim M., Zaitseva, Elvira R., Baleeva, Nadezhda S., Kublitski, Vadim S., Smirnov, Alexander Yu., Bogdanova, Yulia A., Krasnova, Svetlana A., Myasnyanko, Ivan N., Mishin, Alexander S., Baranov, Mikhail S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10298595/
https://www.ncbi.nlm.nih.gov/pubmed/37373071
http://dx.doi.org/10.3390/ijms24129923
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author Perfilov, Maxim M.
Zaitseva, Elvira R.
Baleeva, Nadezhda S.
Kublitski, Vadim S.
Smirnov, Alexander Yu.
Bogdanova, Yulia A.
Krasnova, Svetlana A.
Myasnyanko, Ivan N.
Mishin, Alexander S.
Baranov, Mikhail S.
author_facet Perfilov, Maxim M.
Zaitseva, Elvira R.
Baleeva, Nadezhda S.
Kublitski, Vadim S.
Smirnov, Alexander Yu.
Bogdanova, Yulia A.
Krasnova, Svetlana A.
Myasnyanko, Ivan N.
Mishin, Alexander S.
Baranov, Mikhail S.
author_sort Perfilov, Maxim M.
collection PubMed
description In this work, we have shown that the introduction of a trifluoromethyl group into the me-ta-position of arylidene imidazolones (GFP chromophore core) leads to a dramatic increase in their fluorescence in nonpolar and aprotic media. The presence of a pronounced solvent-dependent gradation of fluorescence intensity makes it possible to use these substances as fluorescent polarity sensors. In particular, we showed that one of the created compounds could be used for selective labeling of the endoplasmic reticulum of living cells.
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spelling pubmed-102985952023-06-28 Meta-CF(3)-Substituted Analogues of the GFP Chromophore with Remarkable Solvatochromism Perfilov, Maxim M. Zaitseva, Elvira R. Baleeva, Nadezhda S. Kublitski, Vadim S. Smirnov, Alexander Yu. Bogdanova, Yulia A. Krasnova, Svetlana A. Myasnyanko, Ivan N. Mishin, Alexander S. Baranov, Mikhail S. Int J Mol Sci Article In this work, we have shown that the introduction of a trifluoromethyl group into the me-ta-position of arylidene imidazolones (GFP chromophore core) leads to a dramatic increase in their fluorescence in nonpolar and aprotic media. The presence of a pronounced solvent-dependent gradation of fluorescence intensity makes it possible to use these substances as fluorescent polarity sensors. In particular, we showed that one of the created compounds could be used for selective labeling of the endoplasmic reticulum of living cells. MDPI 2023-06-08 /pmc/articles/PMC10298595/ /pubmed/37373071 http://dx.doi.org/10.3390/ijms24129923 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Perfilov, Maxim M.
Zaitseva, Elvira R.
Baleeva, Nadezhda S.
Kublitski, Vadim S.
Smirnov, Alexander Yu.
Bogdanova, Yulia A.
Krasnova, Svetlana A.
Myasnyanko, Ivan N.
Mishin, Alexander S.
Baranov, Mikhail S.
Meta-CF(3)-Substituted Analogues of the GFP Chromophore with Remarkable Solvatochromism
title Meta-CF(3)-Substituted Analogues of the GFP Chromophore with Remarkable Solvatochromism
title_full Meta-CF(3)-Substituted Analogues of the GFP Chromophore with Remarkable Solvatochromism
title_fullStr Meta-CF(3)-Substituted Analogues of the GFP Chromophore with Remarkable Solvatochromism
title_full_unstemmed Meta-CF(3)-Substituted Analogues of the GFP Chromophore with Remarkable Solvatochromism
title_short Meta-CF(3)-Substituted Analogues of the GFP Chromophore with Remarkable Solvatochromism
title_sort meta-cf(3)-substituted analogues of the gfp chromophore with remarkable solvatochromism
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10298595/
https://www.ncbi.nlm.nih.gov/pubmed/37373071
http://dx.doi.org/10.3390/ijms24129923
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