Issue 11, 2015

Wavelength-selective cleavage of photoprotecting groups: strategies and applications in dynamic systems

Abstract

Photocleavable protecting groups (PPGs) are extensively used in chemical and biological sciences. In their application, advantage is taken of using light as an external, non-invasive stimulus, which can be delivered with very high spatiotemporal precision. More recently, orthogonally addressing multiple PPGs, in a single system and with different wavelengths of light, has been explored. This approach allows one to independently control multiple functionalities in an external, non-invasive fashion. In this tutorial review, we discuss the design principles for dynamic systems involving wavelength-selective deprotection, focusing on the choice and optimization of PPGs, synthetic methods for their introduction and strategies for combining multiple PPGs into one system. Finally, we illustrate the design principles with representative examples, aiming at providing the reader with an instructive overview on how the wavelength-selective cleavage of photoprotecting groups can be applied in materials science, organic synthesis and biological systems.

Graphical abstract: Wavelength-selective cleavage of photoprotecting groups: strategies and applications in dynamic systems

Article information

Article type
Tutorial Review
Submitted
06 Feb 2015
First published
28 Apr 2015

Chem. Soc. Rev., 2015,44, 3358-3377

Author version available

Wavelength-selective cleavage of photoprotecting groups: strategies and applications in dynamic systems

M. J. Hansen, W. A. Velema, M. M. Lerch, W. Szymanski and B. L. Feringa, Chem. Soc. Rev., 2015, 44, 3358 DOI: 10.1039/C5CS00118H

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