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J Am Chem Soc. 2015 Mar 25;137(11):3783-6. doi: 10.1021/jacs.5b01297. Epub 2015 Mar 17.

BODIPY-derived photoremovable protecting groups unmasked with green light.

Journal of the American Chemical Society

Pratik P Goswami, Aleem Syed, Christie L Beck, Toshia R Albright, Kaitlyn M Mahoney, Ryan Unash, Emily A Smith, Arthur H Winter

Affiliations

  1. Department of Chemistry, Iowa State University, 2101d Hach Hall, Ames, Iowa 50011, United States.

PMID: 25751156 DOI: 10.1021/jacs.5b01297

Abstract

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.

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