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Issue 12, 2013
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Octupolar chimeric compounds built from quinoline caged acetate moieties: a novel approach for 2-photon uncaging of biomolecules

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Abstract

The present study describes the synthesis and investigation of chimeric structures where 6-quinoline and 8-quinoline caging units are integrated in multipolar systems to yield “hybrid” molecular structures for two-photon uncaging. These systems were demonstrated to exhibit strikingly enhanced (up to more than 2 orders of magnitude larger for octupolar derivatives) two-photon absorption responses in the NIR region compared to common caging groups. Whereas the quadrupolar compound shows the lowest two-photon uncaging cross-section (δu), octupolar chimeric derivatives display one-order larger δu values than their dipolar analogues. This opens a promising route for the design of efficient octupolar type derivatives for two-photon uncaging of biomolecules.

Graphical abstract: Octupolar chimeric compounds built from quinoline caged acetate moieties: a novel approach for 2-photon uncaging of biomolecules

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Supplementary files

Article information


Submitted
25 Jul 2013
Accepted
03 Sep 2013
First published
05 Sep 2013

New J. Chem., 2013,37, 3899-3913
Article type
Paper

Octupolar chimeric compounds built from quinoline caged acetate moieties: a novel approach for 2-photon uncaging of biomolecules

S. Picard, E. Genin, G. Clermont, V. Hugues, O. Mongin and M. Blanchard-Desce, New J. Chem., 2013, 37, 3899
DOI: 10.1039/C3NJ00833A

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