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Hochstabile Tetrazine die rasch mit Isonitrilen reagieren, werden von R. M. Franzini et al. in ihrer Zuschrift auf S. 9141 vorgestellt. Sperrige Tetrazinsubstituenten wechselwirken sterisch vorteilhaft mit der Isocyangruppe im Übergangszustand der Cycloaddition und blockieren die Annäherung gespannter Alkene. Diese Merkmale ermöglichen eine rasche bioorthogonale Markierung und Freisetzung sowie die...
The isocyano group is a structurally compact bioorthogonal functional group that reacts with tetrazines under physiological conditions. Now it is shown that bulky tetrazine substituents accelerate this cycloaddition. Computational studies suggest that dispersion forces between the isocyano group and the tetrazine substituents in the transition state contribute to the atypical structure–activity relationship...
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