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An Extended Approach for the Development of Fluorogenic trans-Cyclooctene-Tetrazine Cycloadditions

SJ. Siegl, J. Galeta, R. Dzijak, A. Vázquez, M. Del Río-Villanueva, M. Dračínský, M. Vrabel,

. 2019 ; 20 (7) : 886-890. [pub] 20190307

Jazyk angličtina Země Německo

Typ dokumentu časopisecké články, práce podpořená grantem

Perzistentní odkaz   https://www.medvik.cz/link/bmc20006683

Inverse-electron-demand Diels-Alder (iEDDA) cycloaddition between 1,2,4,5-tetrazines and strained dienophiles belongs among the most popular bioconjugation reactions. In addition to its fast kinetics, this cycloaddition can be tailored to produce fluorescent products from non-fluorescent starting materials. Here we show that even the reaction intermediates formed in iEDDA cycloaddition can lead to the formation of new types of fluorophores. The influence of various substituents on their photophysical properties and the generality of the approach with use of various trans-cyclooctene derivatives were studied. Model bioimaging experiments demonstrate the application potential of fluorogenic iEDDA cycloaddition.

Citace poskytuje Crossref.org

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