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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Bibliographic Details
Main Authors: Bartel, Yvonne (Author) , Dreuw, Andreas (Author)
Format: Article (Journal)
Language:English
Published: 09 Feb 2018
In: Chemical science
Year: 2018, Volume: 9, Issue: 10, Pages: 2797-2802
ISSN:2041-6539
DOI:10.1039/C7SC05182D
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1039/C7SC05182D
Verlag, lizenzpflichtig, Volltext: https://pubs.rsc.org/en/content/articlelanding/2018/sc/c7sc05182d
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Author Notes:Yvonne Becker, Erik Unger, Manuela A.H. Fichte, Daniel A. Gacek, Andreas Dreuw, Josef Wachtveitl, Peter J. Walla and Alexander Heckel
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Summary: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.
Item Description:Gesehen am 10.03.2020
Physical Description:Online Resource
ISSN:2041-6539
DOI:10.1039/C7SC05182D