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Issue 10, 2018
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A red-shifted two-photon-only caging group for three-dimensional photorelease

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Abstract

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.

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

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Publication details

The article was received on 06 Dec 2017, accepted on 08 Feb 2018 and first published on 09 Feb 2018


Article type: Edge Article
DOI: 10.1039/C7SC05182D
Citation: Chem. Sci., 2018,9, 2797-2802
  • Open access: Creative Commons BY license
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    A red-shifted two-photon-only caging group for three-dimensional photorelease

    Y. Becker, E. Unger, M. A. H. Fichte, D. A. Gacek, A. Dreuw, J. Wachtveitl, P. J. Walla and A. Heckel, Chem. Sci., 2018, 9, 2797
    DOI: 10.1039/C7SC05182D

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