Mitochondrial targeting of radioprotectants using peptidyl conjugates

Org Biomol Chem. 2007 Jan 21;5(2):307-9. doi: 10.1039/b613334g. Epub 2006 Dec 7.

Abstract

Ionizing radiation activates a mitochondrial nitric oxide synthase, leading to inhibition of the respiratory chain, generation of excess superoxide, peroxynitrite production and nitrosative damage. We have measured the radioprotective effects of a nitric oxide synthase antagonist (AMT) versus a free radical scavenger (4-amino-TEMPO) using electrochemical detection of nitric oxide and peroxynitrite. To enhance their efficacy, we have conjugated these compounds to peptides and peptide isosteres--derived from the antibiotic gramicidin S--that target the mitochondria. The targeting ability of these peptidyl conjugates was measured using quantitative mass spectrometry.

Publication types

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

MeSH terms

  • Animals
  • Cyclic N-Oxides / chemistry*
  • Electrochemistry
  • Gramicidin / chemistry
  • Mass Spectrometry
  • Mitochondria / metabolism
  • Models, Chemical
  • Nitric Oxide / chemistry*
  • Nitric Oxide Synthase / antagonists & inhibitors
  • Peptides / chemistry*
  • Peroxynitrous Acid / chemistry*
  • Submitochondrial Particles / chemistry
  • Superoxides

Substances

  • Cyclic N-Oxides
  • Peptides
  • Superoxides
  • Gramicidin
  • Peroxynitrous Acid
  • Nitric Oxide
  • Nitric Oxide Synthase
  • TEMPO