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Hydroxylated Fluorescent Dyes for Live‐Cell Labeling: Synthesis, Spectra and Super‐Resolution STED
Hydroxylated rhodamines, carbopyronines, silico‐ and germanorhodamines with absorption maxima in the range of 530–640 nm were prepared and applied in specific labeling of living cells. The direct and high‐yielding entry to germa‐ and silaxanthones tolerates the presence of protected heteroatoms and...
Autores principales: | , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2017
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5599963/ https://www.ncbi.nlm.nih.gov/pubmed/28370443 http://dx.doi.org/10.1002/chem.201701216 |
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author | Butkevich, Alexey N. Belov, Vladimir N. Kolmakov, Kirill Sokolov, Viktor V. Shojaei, Heydar Sidenstein, Sven C. Kamin, Dirk Matthias, Jessica Vlijm, Rifka Engelhardt, Johann Hell, Stefan W. |
author_facet | Butkevich, Alexey N. Belov, Vladimir N. Kolmakov, Kirill Sokolov, Viktor V. Shojaei, Heydar Sidenstein, Sven C. Kamin, Dirk Matthias, Jessica Vlijm, Rifka Engelhardt, Johann Hell, Stefan W. |
author_sort | Butkevich, Alexey N. |
collection | PubMed |
description | Hydroxylated rhodamines, carbopyronines, silico‐ and germanorhodamines with absorption maxima in the range of 530–640 nm were prepared and applied in specific labeling of living cells. The direct and high‐yielding entry to germa‐ and silaxanthones tolerates the presence of protected heteroatoms and may be considered for the syntheses of various sila‐ and germafluoresceins, as well as ‐rhodols. Application in stimulated emission depletion (STED) fluorescence microscopy revealed a resolution of 50–75 nm in one‐ and two‐color imaging of vimentin‐HaloTag fused protein and native tubulin. The established structure–property relationships allow for prediction of the spectral properties and the positions of spirolactone/zwitterion equilibria for the new analogues of rhodamines, carbo‐, silico‐, and germanorhodamines using simple additive schemes. |
format | Online Article Text |
id | pubmed-5599963 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-55999632017-10-02 Hydroxylated Fluorescent Dyes for Live‐Cell Labeling: Synthesis, Spectra and Super‐Resolution STED Butkevich, Alexey N. Belov, Vladimir N. Kolmakov, Kirill Sokolov, Viktor V. Shojaei, Heydar Sidenstein, Sven C. Kamin, Dirk Matthias, Jessica Vlijm, Rifka Engelhardt, Johann Hell, Stefan W. Chemistry Communications Hydroxylated rhodamines, carbopyronines, silico‐ and germanorhodamines with absorption maxima in the range of 530–640 nm were prepared and applied in specific labeling of living cells. The direct and high‐yielding entry to germa‐ and silaxanthones tolerates the presence of protected heteroatoms and may be considered for the syntheses of various sila‐ and germafluoresceins, as well as ‐rhodols. Application in stimulated emission depletion (STED) fluorescence microscopy revealed a resolution of 50–75 nm in one‐ and two‐color imaging of vimentin‐HaloTag fused protein and native tubulin. The established structure–property relationships allow for prediction of the spectral properties and the positions of spirolactone/zwitterion equilibria for the new analogues of rhodamines, carbo‐, silico‐, and germanorhodamines using simple additive schemes. John Wiley and Sons Inc. 2017-05-02 2017-09-07 /pmc/articles/PMC5599963/ /pubmed/28370443 http://dx.doi.org/10.1002/chem.201701216 Text en © 2017 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution‐NonCommercial‐NoDerivs (http://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made. |
spellingShingle | Communications Butkevich, Alexey N. Belov, Vladimir N. Kolmakov, Kirill Sokolov, Viktor V. Shojaei, Heydar Sidenstein, Sven C. Kamin, Dirk Matthias, Jessica Vlijm, Rifka Engelhardt, Johann Hell, Stefan W. Hydroxylated Fluorescent Dyes for Live‐Cell Labeling: Synthesis, Spectra and Super‐Resolution STED |
title | Hydroxylated Fluorescent Dyes for Live‐Cell Labeling: Synthesis, Spectra and Super‐Resolution STED
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title_full | Hydroxylated Fluorescent Dyes for Live‐Cell Labeling: Synthesis, Spectra and Super‐Resolution STED
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title_fullStr | Hydroxylated Fluorescent Dyes for Live‐Cell Labeling: Synthesis, Spectra and Super‐Resolution STED
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title_full_unstemmed | Hydroxylated Fluorescent Dyes for Live‐Cell Labeling: Synthesis, Spectra and Super‐Resolution STED
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title_short | Hydroxylated Fluorescent Dyes for Live‐Cell Labeling: Synthesis, Spectra and Super‐Resolution STED
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title_sort | hydroxylated fluorescent dyes for live‐cell labeling: synthesis, spectra and super‐resolution sted |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5599963/ https://www.ncbi.nlm.nih.gov/pubmed/28370443 http://dx.doi.org/10.1002/chem.201701216 |
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