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

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

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Author(s)
Rivera-Fuentes, Pablo
•
Lippard, Stephen J.
Date Issued
March 2014
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.
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Author's final manuscript
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.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
Terms of Use
Creative Commons Attribution-Noncommercial-Share Alike
http://creativecommons.org/licenses/by-nc-sa/4.0/
Persistent DSpace Link
http://hdl.handle.net/1721.1/95472
DOI of Published Version
https://doi.org/10.1002/cmdc.201400014
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