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Issue 1, 2015
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Regulating signal enhancement with coordination-coupled deprotonation of a hydrazone switch

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Abstract

Proton relay plays an important role in many biocatalytic pathways. In order to mimic such processes in the context of molecular switches, we developed coordination-coupled deprotonation (CCD) driven signaling and signal enhancement sequences. This was accomplished by using the zinc(II)-initiated CCD of a hydrazone switch to instigate an acid catalyzed imine bond hydrolysis that separates a quencher from a fluorophore thus leading to emission amplification. Because CCD is a reversible process, we were able to show that the catalysis can be regulated and turned “on” and “off” using a metalation/demetalation cycle.

Graphical abstract: Regulating signal enhancement with coordination-coupled deprotonation of a hydrazone switch

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Supplementary files

Article information


Submitted
19 Sep 2014
Accepted
22 Sep 2014
First published
25 Sep 2014

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2015,6, 209-213
Article type
Edge Article
Author version available

Regulating signal enhancement with coordination-coupled deprotonation of a hydrazone switch

J. T. Foy, D. Ray and I. Aprahamian, Chem. Sci., 2015, 6, 209
DOI: 10.1039/C4SC02882A

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material and it is not used for commercial purposes.

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    [Original citation] - Published by The Royal Society of Chemistry.

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