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Front Cover: An Extended Approach for the Development of Fluorogenic trans ‐Cyclooctene–Tetrazine Cycloadditions (ChemBioChem 7/2019)
Author(s) -
Siegl Sebastian J.,
Galeta Juraj,
Dzijak Rastislav,
Vázquez Arcadio,
Del RíoVillanueva Miguel,
Dračínský Martin,
Vrabel Milan
Publication year - 2019
Publication title -
chembiochem
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.201900131
Subject(s) - bioorthogonal chemistry , tetrazine , cyclooctene , tautomer , front cover , chemistry , cycloaddition , cover (algebra) , combinatorial chemistry , computational chemistry , click chemistry , stereochemistry , organic chemistry , catalysis , mechanical engineering , engineering
The front cover picture shows two different dihydropyridazine fluorophores formed in the inverse‐electron‐demand Diels–Alder reaction of 1,2,4,5‐tetrazines with two different trans ‐cyclooctene (TCO) isomers. A very small structural change in the starting TCO leads to the formation of two different dihydropyridazine tautomers with distinct photophysical properties. The older version of this reaction (blue‐emitting tautomer) was extended to various TCO derivatives, thereby providing access to new dyes with improved properties. This fluorogenic bioorthogonal reaction was successfully applied to label cell membranes and intracellular compartments. More information can be found in the communication by M. Vrabel et al. on page 886 in Issue 7, 2019 (DOI: 10.1002/cbic.201800711).