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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| Main Authors: | , , , , , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
August 30, 2021
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| In: |
Journal of the American Chemical Society
Year: 2021, Volume: 143, Issue: 36, Pages: 14592-14600 |
| ISSN: | 1520-5126 |
| DOI: | 10.1021/jacs.1c05004 |
| Online Access: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/jacs.1c05004
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| Author Notes: | Nicolas Lardon, Lu Wang, Aline Tschanz, Philipp Hoess, Mai Tran, Elisa D’Este, Jonas Ries, and Kai Johnsson |
| Summary: | 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. |
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| Item Description: | Gesehen am 11.11.2021 |
| Physical Description: | Online Resource |
| ISSN: | 1520-5126 |
| DOI: | 10.1021/jacs.1c05004 |