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SpiroZin1: A Reversible and pH-Insensitive, Reaction-Based, Red-Fluorescent Probe for Imaging Biological Mobile Zinc

Author(s)
Rivera-Fuentes, Pablo; Lippard, Stephen J.
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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.
Date issued
2014-03
URI
http://hdl.handle.net/1721.1/95472
Department
Massachusetts Institute of Technology. Department of Chemistry
Journal
ChemMedChem
Publisher
Wiley Blackwell
Citation
Rivera-Fuentes, Pablo, and Stephen J. Lippard. “SpiroZin1: A Reversible and pH-Insensitive, Reaction-Based, Red-Fluorescent Probe for Imaging Biological Mobile Zinc.” ChemMedChem 9, no. 6 (March 11, 2014): 1238–1243.
Version: Author's final manuscript
ISSN
18607179
1860-7187

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