Synthesis of fluorescent probes based on the pyochelin siderophore scaffold

Org Lett. 2011 Mar 4;13(5):844-7. doi: 10.1021/ol1028173. Epub 2011 Feb 4.

Abstract

Pyochelin is a siderophore common to several pathogenic bacterial strains. Two conjugates, 1 and 2, between the NBD (4-nitro-benzo[1,2,5]oxadiazole) fluorophore and an N3''-functionalized pyochelin were synthesized. These fluorescent probes unexpectedly increased their fluorescence in an aqueous medium in the presence of iron(III) and were transported into bacterial cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Fluorescence
  • Fluorescent Dyes / chemical synthesis*
  • Fluorescent Dyes / chemistry
  • Molecular Structure
  • Phenols / chemistry*
  • Siderophores / chemistry*
  • Thiazoles / chemistry*

Substances

  • Fluorescent Dyes
  • Phenols
  • Siderophores
  • Thiazoles
  • pyochelin