Rapid Bioorthogonal Chemistry Turn–on through Enzymatic or Long Wavelength Photocatalytic Activation of Tetrazine Ligation

Rapid bioorthogonal reactivity can be induced by controllable, catalytic stimuli using air as the oxidant.

Methylene blue (4 μM) irradiated with red light (660 nm) catalyzes the rapid oxidation of a dihydrotetrazine to a tetrazine thereby turning on reactivity toward trans-cyclooctene dienophiles. Alternately, the aerial oxidation of dihydrotetrazines can be efficiently catalyzed by nanomolar levels of horseradish peroxidase under peroxide-free conditions.

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