Journal
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 18, Issue 22, Pages 5948-5950Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2008.08.035
Keywords
Fluorescent probe; Hydrogen peroxide; Naphthofluorescein; Flow cytometry; Near infrared
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Funding
- Beckman, Packard, and Sloan Foundations
- NIH [GM 79465, T32 GM066698]
- ACS Organic Division
- UC Berkeley
- Stauffer fellowship
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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 (>600 nm). Flow cytometry experiments in RAW264.7 macrophages establish that NPF1 can report changes in peroxide levels in living cells. (C) 2008 Elsevier Ltd. All rights reserved.
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