Boronate-based fluorescent probes: Imaging hydrogen peroxide in living systems

Vivian S. Lin, Bryan C. Dickinson, Christopher J. Chang

Research output: Chapter in Book/Report/Conference proceedingChapter

120 Scopus citations

Abstract

Hydrogen peroxide, a reactive oxygen species with unique chemical properties, is produced endogenously in living systems as a destructive oxidant to ward off pathogens or as a finely tuned second messenger in dynamic cellular signaling pathways. In order to understand the complex roles that hydrogen peroxide can play in biological systems, new tools to monitor hydrogen peroxide in its native settings, with high selectivity and sensitivity, are needed. Knowledge of organic synthetic reactivity provides the foundation for the molecular design of selective, functional hydrogen peroxide probes. A palette of fluorescent and luminescent probes that react chemoselectively with hydrogen peroxide has been developed, utilizing a boronate oxidation trigger. These indicators offer a variety of colors and in cellulo characteristics and have been used to examine hydrogen peroxide in a number of experimental setups, including in vitro fluorometry, confocal fluorescence microscopy, and flow cytometry. In this chapter, we provide an overview of the chemical features of these probes and information on their behavior to help researchers select the optimal probe and application.

Original languageEnglish (US)
Title of host publicationHydrogen Peroxide and Cell Signaling, Part A
PublisherAcademic Press Inc.
Pages19-43
Number of pages25
ISBN (Print)9780124058835
DOIs
StatePublished - 2013
Externally publishedYes

Publication series

NameMethods in Enzymology
Volume526
ISSN (Print)0076-6879
ISSN (Electronic)1557-7988

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Molecular Biology

Keywords

  • Boronate oxidation
  • Fluorescence
  • Hydrogen peroxide
  • Imaging

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