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DOI: 10.5445/IR/1000046411
DOI: 10.1039/C3RA47964A
Zitationen: 9
Web of Science
Zitationen: 7

Switchable fluorescence by click reaction of a novel azidocarbazole dye

Hörner, Anna; Volz, Daniel; Hagendorn, Tobias; Furniss, Daniel; Greb, Lutz; Ronicke, Franziska; Nieger, Martin; Schepers, Ute; Bräse, Stefan

Imaging is - even these days - still restricted to of a few classes of robust dyes. A demand for switchable tags led us to the design of a new class of pre-fluorophores. We achieved this by using a non-fluorescent N-(4-azidophenyl)-carbazole tag which turns fluorescent by click reaction with alkynes and cyclooctynes. The spectral properties of the labelled dyes were investigated. Our results suggest that a twisted internal charge transfer (TICT) transition is responsible for the emission. DFT calculations and single-crystal X-ray diffraction of selected examples support this explanation. The feasibility of the new dyes for biological application has also been tested via confocal microscopy.

Zugehörige Institution(en) am KIT Institut für Toxikologie und Genetik (ITG)
Publikationstyp Zeitschriftenaufsatz
Jahr 2014
Sprache Englisch
Identifikator ISSN: 2046-2069
URN: urn:nbn:de:swb:90-464117
KITopen-ID: 1000046411
HGF-Programm 47.02.01 (POF II, LK 01)
Erschienen in RSC Advances
Band 4
Heft 23
Seiten 11528-11534
Bemerkung zur Veröffentlichung RSC geförderter Open Access-Artikel
Nachgewiesen in Web of Science
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