Synthesis and iron-binding properties of quinolobactin, a siderophore from a pyoverdine-deficient Pseudomonas fluorescens

Quinolobactin is a new siderophore produced by a pyoverdine deficient mutant of Pseudomonas fluorescens. A simple and efficient synthesis of quinolobactin is described, starting from xanthurenic acid. The protonation constants of quinolobactin were determined by potentiometric titrations as pKa2 = 5...

Full description

Saved in:
Bibliographic Details
Published in:Biometals 2004-11, Vol.17 (6), p.691-697
Main Authors: du Dhardemare, A Moulinet, Serratrice, G, Pierre, J L
Format: Article
Language:eng ; dut
Subjects:
Bacteria
Biophysics
Biosynthesis
Cations
Constants
Gene Expression Regulation, Bacterial
Genes, Bacterial
Hydrogen-Ion Concentration
Iron
Iron - chemistry
Iron - metabolism
Iron Chelating Agents - metabolism
Iron Chelating Agents - pharmacology
Iron-Binding Proteins - chemistry
Kinetics
Ligands
Magnetic Resonance Spectroscopy
Models, Chemical
Nitrogen - chemistry
Oligopeptides - chemistry
Oxygen - chemistry
Potentiometry
Protonation
Protons
Pseudomonas fluorescens
Pseudomonas fluorescens - metabolism
Quinoline
Quinolines - chemistry
Quinolines - pharmacology
Siderophores - chemistry
Spectra
Spectrophotometry
Synthesis
Titration
Ultraviolet Rays
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Quinolobactin is a new siderophore produced by a pyoverdine deficient mutant of Pseudomonas fluorescens. A simple and efficient synthesis of quinolobactin is described, starting from xanthurenic acid. The protonation constants of quinolobactin were determined by potentiometric titrations as pKa2 = 5.50+/-0.07, pKa1 = 10.30+/-0.05. The equilibria of the metal complexes were studied by means of spectrophotometric and potentiometric titrations. The overall stability constants of the quinolobactin-FeIII complexes was found to be log beta111 = 18.60+/-0.10, log beta121 = 32.60+/-0.20, log beta120 = 28.20+/-0.25 resulting in a pFeIII value of 18.2 at pH 7.4. The UV-visible spectral parameters of the [FeL2] are in agreement with a complex containing two ligands coordinated to one Fe3+ cation through the oxygen and nitrogen quinoline atoms.
ISSN:0966-0844
1572-8773
DOI:10.1007/s10534-004-1205-0