BODIPY-Derived Photoremovable Protecting Groups Unmasked with Green Light

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

doi:10.1021/jacs.5b01297

BODIPY-Derived Photoremovable Protecting Groups Unmasked with Green Light

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

Research output: Contribution to journal › Article › peer-review

218 Scopus citations

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.

Original language	English (US)
Pages (from-to)	3783-3786
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	137
Issue number	11
DOIs	https://doi.org/10.1021/jacs.5b01297
State	Published - Mar 25 2015
Externally published	Yes

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© 2015 American Chemical Society.

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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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year = "2015",

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AU - Goswami, Pratik P.

AU - Syed, Aleem

AU - Beck, Christie L.

AU - Albright, Toshia R.

AU - Mahoney, Kaitlyn M.

AU - Unash, Ryan

AU - Smith, Emily A.

AU - Winter, Arthur H.

PY - 2015/3/25

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N2 - 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.

AB - 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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BODIPY-Derived Photoremovable Protecting Groups Unmasked with Green Light

Abstract

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