A red-shifted two-photon-only caging group for three-dimensional photorelease

Based on nitrodibenzofuran (NDBF) a new photocage with higher two-photon action cross section and red-shifted absorption was developed. Due to calculations, a dimethylamino functionality (DMA) was added at ring position 7. The uncaging of nucleobases after two-photon excitation (2PE) could be visual...

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Detalles Bibliográficos
Autores principales: Becker, Yvonne, Unger, Erik, Fichte, Manuela A. H., Gacek, Daniel A., Dreuw, Andreas, Wachtveitl, Josef, Walla, Peter J., Heckel, Alexander
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2018
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5914290/
https://www.ncbi.nlm.nih.gov/pubmed/29732066
http://dx.doi.org/10.1039/c7sc05182d
Descripción
Sumario:Based on nitrodibenzofuran (NDBF) a new photocage with higher two-photon action cross section and red-shifted absorption was developed. Due to calculations, a dimethylamino functionality (DMA) was added at ring position 7. The uncaging of nucleobases after two-photon excitation (2PE) could be visualized via double-strand displacement in a hydrogel. With this assay we achieved three-dimensional photorelease of DMA-NDBF-protected DNA orthogonal to NDBF-protected strands. While being an excellent 2P-cage, DMA-NDBF is surprisingly stable under visible-light one-photon excitation (1PE). This case of excitation-specific photochemistry enhances the scope of orthogonal photoregulation.

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