Published April 5, 2017
| Supplemental Material
Journal Article
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A General Strategy for Visible-Light Decaging Based on the Quinone Trimethyl Lock
- Creators
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Walton, David P.
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Dougherty, Dennis A.
Abstract
Visible-light triggered quinone trimethyl locks are reported as a general design for long-wavelength photoremovable protecting groups for alcohols and amines. Intramolecular photoreduction unmasks a reactive phenol that undergoes fast lactonization to release alcohols and amines. Model substrates are released in quantitative yield along with well-defined, colorless hydroquinone byproducts. Substituent modifications of the quinone core allow absorption from 400 to 600 nm.
Additional Information
© 2017 American Chemical Society. Received: February 13, 2017; Published: March 21, 2017. We thank Clint Regan and Oliver Shafaat for helpful discussions and Chris Marotta for assistance with the electrophysiology experiments. We thank the Beckman Institute of Caltech Laser Resource Center for use of their fluorimeter. This work was supported by the W. M. Keck Foundation.Attached Files
Supplemental Material - ja7b01548_si_001.pdf
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ja7b01548_si_001.pdf
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Additional details
- Eprint ID
- 75403
- Resolver ID
- CaltechAUTHORS:20170327-085512500
- W. M. Keck Foundation
- Created
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2017-03-27Created from EPrint's datestamp field
- Updated
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2021-11-15Created from EPrint's last_modified field