4.8 Article

BODIPY-Derived Photoremovable Protecting Groups Unmasked with Green Light

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 137, Issue 11, Pages 3783-3786

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.5b01297

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Funding

  1. Petroleum Research Fund
  2. Cottrell Scholar Award from the Research Corporation for Scientific Advancement
  3. National Science Foundation [CHE-1412084]
  4. Direct For Mathematical & Physical Scien
  5. Division Of Chemistry [1412084] Funding Source: National Science Foundation

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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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