Masked red-emitting carbopyronine dyes with photosensitive 2-diazo-1-indanone caging group
Caged near-IR emitting fluorescent dyes are in high demand in optical microscopy but up to now were unavailable. We discovered that the combination of a carbopyronine dye core and a photosensitive 2-diazo-1-indanone residue leads to masked near-IR emitting fluorescent dyes. Illumination of these cag...
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| Main Authors: | , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
2012
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| In: |
Photochemical & photobiological sciences
Year: 2012, Volume: 11, Issue: 3, Pages: 522-532 |
| ISSN: | 1474-9092 |
| DOI: | 10.1039/C1PP05321C |
| Online Access: | Verlag, Volltext: http://dx.doi.org/10.1039/C1PP05321C Verlag, Volltext: https://pubs.rsc.org/en/content/articlelanding/2012/pp/c1pp05321c 
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| Author Notes: | Kirill Kolmakov, Christian Wurm, Maksim V. Sednev, Mariano L. Bossi, Vladimir N. Belov and Stefan W. Hell |
| Summary: | Caged near-IR emitting fluorescent dyes are in high demand in optical microscopy but up to now were unavailable. We discovered that the combination of a carbopyronine dye core and a photosensitive 2-diazo-1-indanone residue leads to masked near-IR emitting fluorescent dyes. Illumination of these caged dyes with either UV or visible light (λ < 420 nm) efficiently generates fluorescent compounds with absorption and emission at 635 nm and 660 nm, respectively. A high-yielding synthetic route with attractive possibilities for further dye design is described in detail. Good photostability, high contrast, and a large fluorescence quantum yield after uncaging are the most important features of the new compounds for non-invasive imaging in high-resolution optical microscopy. For use in immunolabelling the caged dyes were decorated with a (hydrophilic) linker and an (activated) carboxyl group. |
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| Item Description: | Gesehen am 29.10.2018 |
| Physical Description: | Online Resource |
| ISSN: | 1474-9092 |
| DOI: | 10.1039/C1PP05321C |