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...

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Hauptverfasser: Butkevich, Alexey N. (VerfasserIn) , Engelhardt, Johann (VerfasserIn) , Hell, Stefan (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: September 7, 2017
In: Chemistry - a European journal
Year: 2017, Jahrgang: 23, Heft: 50, Pages: 12114-12119
ISSN:1521-3765
DOI:10.1002/chem.201701216
Online-Zugang:Verlag, Volltext: http://dx.doi.org/10.1002/chem.201701216
Verlag, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201701216
Volltext
Verfasserangaben:Alexey N. Butkevich, Vladimir N. Belov, Kirill Kolmakov, Viktor V. Sokolov, Heydar Shojaei, Sven C. Sidenstein, Dirk Kamin, Jessica Matthias, Rifka Vlijm, Johann Engelhardt, Stefan W. Hell

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520 |a 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. 
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