Conditionally Activatable Visible-Light Photocages
Márton Bojtár, Krisztina Németh, Farkas Domahidy, Gergely Knorr, András Verkman, Mihály Kállay, Péter Kele
Abstract
The proof of concept for conditionally activatable photocages is demonstrated on a new vinyltetrazine-derivatized coumarin. The tetrazine form is disabled in terms of light-induced cargo release, however, bioorthogonal transformation of the modulating tetrazine moiety results in fully restored photoresponsivity. Irradiation of such a "click-armed" photocage with blue light leads to fast and efficient release of a set of caged model species, conjugated via various linkages. Live-cell applicability of the concept was also demonstrated by the conditional release of a fluorogenic probe using mitochondrial pretargeting.
Topics & Concepts
Bioorthogonal chemistryChemistryTetrazineMoietyCombinatorial chemistryPretargetingConjugated systemCoumarinPhotochemistryBiophysicsStereochemistryClick chemistryOrganic chemistryBiologyRadioimmunotherapyAntibodyPolymerMonoclonal antibodyImmunologyPhotochromic and Fluorescence ChemistryPhotoreceptor and optogenetics researchClick Chemistry and Applications