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4. A Blue-Absorbing Photolabile Protecting Group for in Vivo Chromatically Orthogonal Photoactivation

Author

Fournier, Ludovic, primary, Gauron, Carole, additional, Xu, Lijun, additional, Aujard, Isabelle, additional, Le Saux, Thomas, additional, Gagey-Eilstein, Nathalie, additional, Maurin, Sylvie, additional, Dubruille, Sylvie, additional, Baudin, Jean-Bernard, additional, Bensimon, David, additional, Volovitch, Michel, additional, Vriz, Sophie, additional, and Jullien, Ludovic, additional

Published
2013
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5. A Blue-Absorbing Photolabile Protecting Group for in VivoChromatically Orthogonal Photoactivation

Author

Fournier, Ludovic, Gauron, Carole, Xu, Lijun, Aujard, Isabelle, Le Saux, Thomas, Gagey-Eilstein, Nathalie, Maurin, Sylvie, Dubruille, Sylvie, Baudin, Jean-Bernard, Bensimon, David, Volovitch, Michel, Vriz, Sophie, and Jullien, Ludovic

Abstract

The small and synthetically easily accessible 7-diethylamino-4-thiocoumarinylmethyl photolabile protecting group has been validated for uncaging with blue light. It exhibits a significant action cross-section for uncaging in the 470–500 nm wavelength range and a low light absorption between 350 and 400 nm. These attractive features have been implemented in living zebrafish embryos to perform chromatic orthogonal photoactivation of two biologically active species controlling biological development with UV and blue-cyan light sources, respectively.

Published
2013
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6. Coumarinylmethyl caging groups with redshifted absorption.

Author

Fournier L, Aujard I, Le Saux T, Maurin S, Beaupierre S, Baudin JB, and Jullien L

Subjects
Coumarins chemical synthesis, Light, Photolysis, Spectrophotometry, Ultraviolet Rays, Coumarins chemistry
Abstract

The small and synthetically easily accessible coumarinylmethyl backbone has been modified to generate a family of photolabile protecting groups with redshifted absorption. We relied on introducing electron-donating groups in the 7 position and electron-withdrawing groups in the 2-, and 2- and 3 positions. In particular, we showed that the diethylamino-thiocoumarylmethyl and the diethylamino-coumarylidenemalononitrilemethyl are relevant for uncaging with cyan light. They both exhibit a significant action cross section for uncaging in the 470-500 nm wavelength range and a low light absorption between 350 and 400 nm. These attractive features are favorable to perform chromatic orthogonal photoactivation with UV and blue-cyan light sources, respectively., (Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Published
2013
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