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Systematic tuning of rhodamine spirocyclization for super-resolution microscopy

Rhodamines are the most important class of fluorophores for applications in live-cell fluorescence microscopy. This is mainly because rhodamines exist in a dynamic equilibrium between a fluorescent zwitterion and a nonfluorescent but cell-permeable spirocyclic form. Different imaging applications re...

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Hauptverfasser: Lardon, Nicolas (VerfasserIn) , Wang, Lu (VerfasserIn) , Tschanz, Aline (VerfasserIn) , Hoess, Philipp (VerfasserIn) , Tran, Mai (VerfasserIn) , D'Este, Elisa (VerfasserIn) , Ries, Jonas (VerfasserIn) , Johnsson, Kai (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: August 30, 2021
In: Journal of the American Chemical Society
Year: 2021, Jahrgang: 143, Heft: 36, Pages: 14592-14600
ISSN:1520-5126
DOI:10.1021/jacs.1c05004
Online-Zugang:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/jacs.1c05004
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Verfasserangaben:Nicolas Lardon, Lu Wang, Aline Tschanz, Philipp Hoess, Mai Tran, Elisa D’Este, Jonas Ries, and Kai Johnsson
Beschreibung
Zusammenfassung:Rhodamines are the most important class of fluorophores for applications in live-cell fluorescence microscopy. This is mainly because rhodamines exist in a dynamic equilibrium between a fluorescent zwitterion and a nonfluorescent but cell-permeable spirocyclic form. Different imaging applications require different positions of this dynamic equilibrium, and an adjustment of the equilibrium poses a challenge for the design of suitable probes. We describe here how the conversion of the ortho-carboxy moiety of a given rhodamine into substituted acyl benzenesulfonamides and alkylamides permits the systematic tuning of the equilibrium of spirocyclization with unprecedented accuracy and over a large range. This allows one to transform the same rhodamine into either a highly fluorogenic and cell-permeable probe for live-cell-stimulated emission depletion (STED) microscopy or a spontaneously blinking dye for single-molecule localization microscopy (SMLM). We used this approach to generate differently colored probes optimized for different labeling systems and imaging applications.
Beschreibung:Gesehen am 11.11.2021
Beschreibung:Online Resource
ISSN:1520-5126
DOI:10.1021/jacs.1c05004

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