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SpiroZin1: a reversible and pH-Insensitive, reaction-based, red-fluorescent probe for imaging biological mobile zinc.

ABSTRACT: A reversible, reaction-based sensor for biological mobile zinc was designed, prepared, and characterized. The sensing mechanism of this probe is based on the zinc-induced, ring-opening reaction of spirobenzopyran to give a cyanine fluorophore that emits in the deep-red region of the electromagnetic spectrum. This probe is not activated by protons and operates efficiently in aqueous solution at pH 7 and high ionic strength. The mechanism of this reaction was studied by using a combination of kinetics experiments and DFT calculations. The biocompatibility of the probe was demonstrated in live HeLa cells.

SUBMITTER: Rivera-Fuentes P

PROVIDER: S-EPMC4037373 | biostudies-literature | 2014 Jun

REPOSITORIES: biostudies-literature

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SpiroZin1: a reversible and pH-Insensitive, reaction-based, red-fluorescent probe for imaging biological mobile zinc.

Rivera-Fuentes Pablo P Lippard Stephen J SJ

ChemMedChem 20140311 6

A reversible, reaction-based sensor for biological mobile zinc was designed, prepared, and characterized. The sensing mechanism of this probe is based on the zinc-induced, ring-opening reaction of spirobenzopyran to give a cyanine fluorophore that emits in the deep-red region of the electromagnetic spectrum. This probe is not activated by protons and operates efficiently in aqueous solution at pH 7 and high ionic strength. The mechanism of this reaction was studied by using a combination of kine ...[more]

PMID: 24616292

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