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PMID: 18762422 Published · ppublish English Journal Article Research Support, N.I.H., Extramural Research Support, Non-U.S. Gov't

A red-emitting naphthofluorescein-based fluorescent probe for selective detection of hydrogen peroxide in living cells.

Bioorganic & medicinal chemistry letters ·Vol. 18 ·No. 22 ·2008-11-15 ·Pages 5948-50

Albers AE, Dickinson BC, Miller EW, Chang CJ

Abstract

We report the synthesis, properties, and cellular application of Naphtho-Peroxyfluor-1 (NPF1), a new fluorescent indicator for hydrogen peroxide based on a red-emitting naphthofluorescein platform. Owing to its boronate cages, NPF1 features high selectivity for hydrogen peroxide over a panel of biologically relevant reactive oxygen species (ROS), including superoxide and nitric oxide, as well as excitation and emission profiles in the far-red region of the visible spectrum (>600nm). Flow cytometry experiments in RAW264.7 macrophages establish that NPF1 can report changes in peroxide levels in living cells.

MeSH Terms

Animals Boronic Acids/chemical synthesis,chemistry Fluorescein/chemistry Fluorescence Resonance Energy Transfer/methods Fluorescent Dyes/chemistry Hydrogen Peroxide/chemistry Macrophages/drug effects Mice Molecular Structure

Chemicals

Boronic Acids Fluorescent Dyes Hydrogen Peroxide Fluorescein

Authors & Affiliations

4 authors, click to expand affiliations / ORCID

Albers Aaron E

Department of Chemistry, University of California, 532A Latimer Hall, Berkeley, CA 94720, USA.

Dickinson Bryan C

Miller Evan W

Chang Christopher J

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Article Info

Journal

Bioorganic & medicinal chemistry letters

Abbr.

Bioorg Med Chem Lett

ISSN

1464-3405

DOI

10.1016/j.bmcl.2008.08.035

Published

2008-11-15

Epub

2008-00-14

Pages

5948-50

Language

English

Region

England

NLM ID

9107377

PMCID

PMC2590631

Subset

Grants

NIGMS NIH HHS · R01 GM079465 · United States

NIGMS NIH HHS · R01 GM079465-03 · United States

NIGMS NIH HHS · T32 GM066698 · United States

NIGMS NIH HHS · GM 79465 · United States

External Links

PubMed source DOI: 10.1016/j.bmcl.2008.08.035 PMC Full Text View journal details

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A red-emitting naphthofluorescein-based fluorescent probe for selective detection of hydrogen peroxide in living cells.

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