BODIPY-Derived Photoremovable Protecting Groups Unmasked with Green Light

Photoremovable protecting groups derived from meso-substituted BODIPY dyes release acetic acid with green wavelengths >500 nm. Photorelease is demonstrated in cultured S2 cells. The photocaging structures were identified by our previously proposed strategy of computationally searching for carboca...

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Veröffentlicht in:Journal of the American Chemical Society 2015-03, Vol.137 (11), p.3783-3786
Hauptverfasser: Goswami, Pratik P, Syed, Aleem, Beck, Christie L, Albright, Toshia R, Mahoney, Kaitlyn M, Unash, Ryan, Smith, Emily A, Winter, Arthur H
Format: Artikel
Sprache:eng
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Zusammenfassung:Photoremovable protecting groups derived from meso-substituted BODIPY dyes release acetic acid with green wavelengths >500 nm. Photorelease is demonstrated in cultured S2 cells. The photocaging structures were identified by our previously proposed strategy of computationally searching for carbocations with low-energy diradical states as a possible indicator of a nearby productive conical intersection. The superior optical properties of these photocages make them promising alternatives to the popular o-nitrobenzyl photocage systems.
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.5b01297