Seminaphthofluorescein-Based Fluorescent Probes for Imaging Nitric Oxide in Live Cells
Open Access
- 7 September 2011
- journal article
- research article
- Published by American Chemical Society (ACS) in Inorganic Chemistry
- Vol. 50 (19), 9385-9392
- https://doi.org/10.1021/ic200986v
Abstract
Fluorescent turn-on probes for nitric oxide based on seminaphthofluorescein scaffolds were prepared and spectroscopically characterized. The Cu(II) complexes of these fluorescent probes react with NO under anaerobic conditions to yield a 20–45-fold increase in integrated emission. The seminaphthofluorescein-based probes emit at longer wavelengths than the parent FL1 and FL2 fluorescein-based generations of NO probes, maintaining emission maxima between 550 and 625 nm. The emission profiles depend on the excitation wavelength; maximum fluorescence turn-on is achieved at excitations between 535 and 575 nm. The probes are highly selective for NO over other biologically relevant reactive nitrogen and oxygen species including NO3–, NO2–, HNO, ONOO–, NO2, OCl–, and H2O2. The seminaphthofluorescein-based probes can be used to visualize endogenously produced NO in live cells, as demonstrated using Raw 264.7 macrophages.This publication has 62 references indexed in Scilit:
- Biochemistry of Mobile Zinc and Nitric Oxide Revealed by Fluorescent SensorsAnnual Review of Biochemistry, 2011
- Mechanism of Nitric Oxide Reactivity and Fluorescence Enhancement of the NO-Specific Probe CuFL1Inorganic Chemistry, 2010
- Visualization of nitric oxide production in the mouse main olfactory bulb by a cell-trappable copper(II) fluorescent probeProceedings of the National Academy of Sciences of the United States of America, 2010
- Cell-Trappable Fluorescent Probes for Nitric Oxide Visualization in Living CellsOrganic Letters, 2010
- Analytical Chemistry of Nitric OxideAnnual Review of Analytical Chemistry, 2009
- Bioimaging Probes for Reactive Oxygen Species and Reactive Nitrogen SpeciesJournal of Clinical Biochemistry and Nutrition, 2009
- Concepts of neural nitric oxide‐mediated transmissionEuropean Journal of Neuroscience, 2008
- A short history of SHELXActa Crystallographica Section A Foundations of Crystallography, 2007
- Turn-On and Ratiometric Mercury Sensing in Water with a Red-Emitting ProbeJournal of the American Chemical Society, 2007
- Nitric Oxide Destroys Zinc-Sulfur Clusters Inducing Zinc Release from Metallothionein and Inhibition of the Zinc Finger-Type Yeast Transcription Activator LAC9Biochemical and Biophysical Research Communications, 1994