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Updated: May 25, 2026

Design, Synthesis, and Photochemical Properties of Clickable Caged Compounds
Published on: October 15, 2019
The donor-acceptor biphenyl platform: a versatile chromophore for the engineering of highly efficient two-photon
Alexandre Specht1, Frédéric Bolze, Loïc Donato
1Laboratoire de Conception et Application de Molécules Bioactives, UMR 7199, CNRS/UDS, Faculté de Pharmacie, Illkirch, France. specht@bioorga.u-strasbg.fr
Abstract:
Different photoremovable protecting groups in the o-nitrobenzyl, phenacyl, and 2-(o-nitrophenyl)propyl series with a donor-acceptor biphenyl backbone, known to display excellent two-photon absorption cross-sections, were investigated in order to develop efficient two-photon sensitive photoremovable protecting groups. The 2-(o-nitrophenyl)propyl series was a more versatile platform to increase the two-photon sensitivity of photoremovable protecting groups, leading to the p-alkoxy and p-bisalkylamino-4-nitro-[1,1'-biphenyl]-3-yl)propyl derivatives: PENB and EANBP respectively. Those two photoremovable protecting groups are to date the best caging groups for two-photon excitation at 800 and 740 nm respectively, offering attracting perspectives in chemical biology.
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