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

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...

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Bibliographic Details
Main Authors: Rivera-Fuentes, Pablo (Contributor), Lippard, Stephen J. (Contributor)
Other Authors: Massachusetts Institute of Technology. Department of Chemistry (Contributor)
Format: Article
Language:English
Published: Wiley Blackwell, 2015-02-24T15:21:06Z.
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Online Access:Get fulltext
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100 1 0 |a Rivera-Fuentes, Pablo  |e author 
100 1 0 |a Massachusetts Institute of Technology. Department of Chemistry  |e contributor 
100 1 0 |a Lippard, Stephen J.  |e contributor 
100 1 0 |a Rivera-Fuentes, Pablo  |e contributor 
700 1 0 |a Lippard, Stephen J.  |e author 
245 0 0 |a SpiroZin1: A Reversible and pH-Insensitive, Reaction-Based, Red-Fluorescent Probe for Imaging Biological Mobile Zinc 
260 |b Wiley Blackwell,   |c 2015-02-24T15:21:06Z. 
856 |z Get fulltext  |u http://hdl.handle.net/1721.1/95472 
520 |a 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. 
520 |a National Institute of General Medical Sciences (U.S.) (Grant GM 65519) 
520 |a Swiss National Science Foundation (Postdoctoral Fellowship) 
520 |a National Institutes of Health (U.S.) (1S0RR13886-01) 
546 |a en_US 
655 7 |a Article 
773 |t ChemMedChem