4-hydroxy-2-nonylquinoline: a novel iron chelator isolated from a bacterial cell membrane
| Autor: | Raphael Ruiz, Vadim Ravich, Jeffrey S. Buyer, Sean Donohue, Lewis K. Pannell, Rashmi Ghei, Padma Ponnaluri, Joseph D. Relyea, Robert V. Honeychuck, Wayne M. Stalick, Paulette W. Royt, Leo C. DeSesso, Vikas Chandhoke |
|---|---|
| Rok vydání: | 2002 |
| Předmět: |
Siderophore
Ethanol Chromatography Magnetic Resonance Spectroscopy Chemistry Organic Chemistry Nuclear magnetic resonance spectroscopy Carbon-13 NMR Quinolones Iron Chelating Agents Biochemistry Micelle Bacterial cell structure Gas Chromatography-Mass Spectrometry chemistry.chemical_compound Membrane Drug Discovery Pseudomonas aeruginosa Quinolines Chelation Molecular Biology Chromatography High Pressure Liquid Micelles |
| Zdroj: | Bioorganic chemistry. 29(6) |
| ISSN: | 0045-2068 |
| Popis: | The membrane associated iron chelator of Pseudomonas aeruginosa has been extracted from membranes of iron-rich cells with ethanol and purified by reverse phase HPLC. Using 13C NMR and FAB mass spectroscopy, the structure of the chelator has been determined to be 4-hydroxy-2-nonylquinoline. This compound has been previously isolated and named pseudan IX, a name which we use here. We synthesized pseudan IX and show that the spectral properties of the synthesized compound and the purified compound are nearly identical. Also purified from the ethanol extract of membranes is 4-hydroxy-2-heptylquinoline, i.e., pseudan VII. Bacterially purified pseudan IX binds iron as indicated by the incorporation of radiolabeled iron into the chelator and by the formation of pink micelles in a concentrated ethanol extract. The formation of pink micelles upon addition of iron to the synthesized compound indicates that it binds iron. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full Text from ScienceDirect