In vivo targeting of hydrogen peroxide by activatable cell-penetrating peptides

J Am Chem Soc. 2014 Jan 22;136(3):874-7. doi: 10.1021/ja411547j. Epub 2014 Jan 8.

Abstract

A hydrogen peroxide (H2O2)-activated cell-penetrating peptide was developed through incorporation of a boronic acid-containing cleavable linker between polycationic cell-penetrating peptide and polyanionic fragments. Fluorescence labeling of the two ends of the molecule enabled monitoring its reaction with H2O2 through release of the highly adhesive cell-penetrating peptide and disruption of fluorescence resonance energy transfer. The H2O2 sensor selectively reacts with endogenous H2O2 in cell culture to monitor the oxidative burst of promyelocytes and in vivo to image lung inflammation. Targeting H2O2 has potential applications in imaging and therapy of diseases related to oxidative stress.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Biosensing Techniques / methods*
  • Boronic Acids / chemistry
  • Boronic Acids / metabolism
  • Cell Survival
  • Cell-Penetrating Peptides / metabolism*
  • HL-60 Cells
  • Humans
  • Hydrogen Peroxide / metabolism*
  • Molecular Imaging

Substances

  • Boronic Acids
  • Cell-Penetrating Peptides
  • Hydrogen Peroxide