Seminaphthofluorescein-Based Fluorescent Probes for Imaging Nitric Oxide in Live Cells
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 seminaphthoflu...
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| Format: | Article |
| Language: | en_US |
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American Chemical Society (ACS)
2012
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| Online Access: | http://hdl.handle.net/1721.1/74070 https://orcid.org/0000-0002-2693-4982 |
| _version_ | 1811086133733359616 |
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| author | Pluth, Michael D. Chan, Maria R. McQuade, Lindsey E. Lippard, Stephen J. |
| author2 | Massachusetts Institute of Technology. Department of Chemistry |
| author_facet | Massachusetts Institute of Technology. Department of Chemistry Pluth, Michael D. Chan, Maria R. McQuade, Lindsey E. Lippard, Stephen J. |
| author_sort | Pluth, Michael D. |
| collection | MIT |
| description | 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. |
| first_indexed | 2024-09-23T13:21:23Z |
| format | Article |
| id | mit-1721.1/74070 |
| institution | Massachusetts Institute of Technology |
| language | en_US |
| last_indexed | 2024-09-23T13:21:23Z |
| publishDate | 2012 |
| publisher | American Chemical Society (ACS) |
| record_format | dspace |
| spelling | mit-1721.1/740702022-10-01T14:43:47Z Seminaphthofluorescein-Based Fluorescent Probes for Imaging Nitric Oxide in Live Cells Pluth, Michael D. Chan, Maria R. McQuade, Lindsey E. Lippard, Stephen J. Massachusetts Institute of Technology. Department of Chemistry Lippard, Stephen J. Pluth, Michael D. Chan, Maria R. McQuade, Lindsey E. Lippard, Stephen J. 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. National Science Foundation (U.S.) (CHE-0611944) National Institutes of Health (U.S.) (K99GM092970) 2012-10-18T14:29:21Z 2012-10-18T14:29:21Z 2011-09 2011-05 Article http://purl.org/eprint/type/JournalArticle 0020-1669 1520-510X http://hdl.handle.net/1721.1/74070 Pluth, Michael D. et al. “Seminaphthofluorescein-Based Fluorescent Probes for Imaging Nitric Oxide in Live Cells.” Inorganic Chemistry 50.19 (2011): 9385–9392. https://orcid.org/0000-0002-2693-4982 en_US http://dx.doi.org/10.1021/ic200986v Inorganic Chemistry Creative Commons Attribution-Noncommercial-Share Alike 3.0 http://creativecommons.org/licenses/by-nc-sa/3.0/ application/pdf American Chemical Society (ACS) Prof. Lippard via Erja Kajosalo |
| spellingShingle | Pluth, Michael D. Chan, Maria R. McQuade, Lindsey E. Lippard, Stephen J. Seminaphthofluorescein-Based Fluorescent Probes for Imaging Nitric Oxide in Live Cells |
| title | Seminaphthofluorescein-Based Fluorescent Probes for Imaging Nitric Oxide in Live Cells |
| title_full | Seminaphthofluorescein-Based Fluorescent Probes for Imaging Nitric Oxide in Live Cells |
| title_fullStr | Seminaphthofluorescein-Based Fluorescent Probes for Imaging Nitric Oxide in Live Cells |
| title_full_unstemmed | Seminaphthofluorescein-Based Fluorescent Probes for Imaging Nitric Oxide in Live Cells |
| title_short | Seminaphthofluorescein-Based Fluorescent Probes for Imaging Nitric Oxide in Live Cells |
| title_sort | seminaphthofluorescein based fluorescent probes for imaging nitric oxide in live cells |
| url | http://hdl.handle.net/1721.1/74070 https://orcid.org/0000-0002-2693-4982 |
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