A retro-inverso TAT-like peptide designed to deliver cysteamine to cells

Bioorg Med Chem Lett. 2010 Nov 1;20(21):6321-3. doi: 10.1016/j.bmcl.2010.07.046. Epub 2010 Jul 15.

Abstract

A retro-inverso, TAT-like peptide wherein lysine residues are replaced with cysteine residues bearing a disulfide-linked cysteamine group is found to engage in thiol-disulfide exchange with cysteine. These peptides are transported into cells and localize to lysosomes. Cellular uptake is enhanced in peptides bearing two cysteamine groups over those with one or none, by factors of approximately 1.5 and 12, respectively.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Chromatography, High Pressure Liquid
  • Cysteamine / administration & dosage*
  • Cystinosis
  • Disulfides / metabolism
  • Drug Delivery Systems*
  • Drug Design
  • Gene Products, tat / chemistry*
  • Gene Products, tat / metabolism*
  • Peptides / chemistry*
  • Peptides / metabolism*
  • Retroviridae / genetics
  • Spectrometry, Fluorescence
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
  • Sulfhydryl Compounds / metabolism

Substances

  • Disulfides
  • Gene Products, tat
  • Peptides
  • Sulfhydryl Compounds
  • Cysteamine