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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.

SUBMITTER: Foy JT

PROVIDER: S-EPMC5433045 | biostudies-literature | 2015 Jan

REPOSITORIES: biostudies-literature

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

Foy Justin T JT Ray Debdas D Aprahamian Ivan I

Chemical science 20140925 1

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, w ...[more]

PMID: 28553470

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