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Review
, 21, 89-95

Photoclick Chemistry: A Fluorogenic Light-Triggered in Vivo Ligation Reaction

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Review

Photoclick Chemistry: A Fluorogenic Light-Triggered in Vivo Ligation Reaction

Carlo P Ramil et al. Curr Opin Chem Biol.

Abstract

The ability to use chemical reactivity to monitor and control biomolecular processes with a spatial and temporal precision motivated the development of light-triggered in vivo chemistries. To this end, the photoinduced tetrazole-alkene cycloaddition, also termed 'photoclick chemistry' offers a very rapid chemical ligation platform for the manipulation of biomolecules and matrices in vivo. Here we outline the recent developments in the optimization of this chemistry, ranging from the search for substrates that offer two-photon photoactivatability, superior reaction kinetics, and/or genetic encodability, to the study of the reaction mechanism. The applications of the photoclick chemistry in protein labeling in vitro and in vivo as well as in preparing 'smart' hydrogels for 3D cell culture are highlighted.

Figures

Figure 1
Figure 1
Design of tetrazoles with variable photoactivation wavelengths.
Figure 2
Figure 2
An expanded mechanistic view of the photoclick chemistry in PBS buffer.
Figure 3
Figure 3
(a) Genetically encodable alkene amino acids for the photoclick chemistry. (b) Protein labeling inside mammalian cells by the photoclick chemistry.
Figure 4
Figure 4
Supramolecular hydrogel formation via the photoclick chemistry.

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