Issue 1, 2015

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

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

Supplementary files

Article information

Article type
Edge Article
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
Creative Commons BY-NC license

Chem. Sci., 2015,6, 209-213

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

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