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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Hauptverfasser: Kolmakov, Kirill (VerfasserIn) , Hell, Stefan (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: 2012
In: Photochemical & photobiological sciences
Year: 2012, Jahrgang: 11, Heft: 3, Pages: 522-532
ISSN:1474-9092
DOI:10.1039/C1PP05321C
Online-Zugang:Verlag, Volltext: http://dx.doi.org/10.1039/C1PP05321C
Verlag, Volltext: https://pubs.rsc.org/en/content/articlelanding/2012/pp/c1pp05321c
Volltext
Verfasserangaben:Kirill Kolmakov, Christian Wurm, Maksim V. Sednev, Mariano L. Bossi, Vladimir N. Belov and Stefan W. Hell
Beschreibung
Zusammenfassung: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.
Beschreibung:Gesehen am 29.10.2018
Beschreibung:Online Resource
ISSN:1474-9092
DOI:10.1039/C1PP05321C