title: Synthesis and biological properties of thiazole-analogues of pyochelin, a siderophore of Pseudomonas aeruginosa.
abstract: Pyochelin is a siderophore common to all strains of Pseudomonas aeruginosa utilized by this Gram-negative bacterium to acquire iron(III). FptA is the outer membrane transporter responsible of ferric-pyochelin uptake in P. aeruginosa. We describe in this Letter the synthesis and the biological properties ((55)Fe uptake, binding to FptA) of several thiazole analogues of pyochelin. Among them we report in this Letter the two first pyochelin analogues able to bind FptA without promoting any iron uptake in P. aeruginosa.
authors: Team 'Transports Membranaires Bactériens', UMR 7242 CNRS-Université de Strasbourg, 300 Boulevard Sébastien Brant, BP 10413, F-67412 Illkirch-Graffenstaden Cedex, France.
authors: Sabrina
authors: S
authors: Noël
authors: Team 'Transports Membranaires Bactériens', UMR 7242 CNRS-Université de Strasbourg, 300 Boulevard Sébastien Brant, BP 10413, F-67412 Illkirch-Graffenstaden Cedex, France.
authors: Françoise
authors: F
authors: Hoegy
authors: Team 'Transports Membranaires Bactériens', UMR 7242 CNRS-Université de Strasbourg, 300 Boulevard Sébastien Brant, BP 10413, F-67412 Illkirch-Graffenstaden Cedex, France.
authors: Freddy
authors: F
authors: Rivault
authors: Team 'Chémogénomique Structurale' Laboratoire d'Innovation Thérapeutique (LIT), UMR 7200 CNRS-Université de Strasbourg, Faculté de Pharmacie, 74 route du Rhin, 67400 Illkirch-Graffenstaden, France.
authors: Didier
authors: D
authors: Rognan
authors: Team 'Transports Membranaires Bactériens', UMR 7242 CNRS-Université de Strasbourg, 300 Boulevard Sébastien Brant, BP 10413, F-67412 Illkirch-Graffenstaden Cedex, France.
authors: Isabelle J
authors: IJ
authors: Schalk
authors: Team 'Transports Membranaires Bactériens', UMR 7242 CNRS-Université de Strasbourg, 300 Boulevard Sébastien Brant, BP 10413, F-67412 Illkirch-Graffenstaden Cedex, France. Electronic address: mislin@unistra.fr.
authors: Gaëtan L A
authors: GL
authors: Mislin
mesh_terms: D001425:Bacterial Outer Membrane Proteins / Q000737:chemistry* / Q000378:metabolism; D001665:Binding Sites; D007501:Iron / Q000737:chemistry / Q000378:metabolism; D015394:Molecular Structure; D010636:Phenols / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D011550:Pseudomonas aeruginosa / Q000737:chemistry*; D011956:Receptors, Cell Surface / Q000737:chemistry* / Q000378:metabolism; D017262:Siderophores / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D013844:Thiazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism
chemical_list: D001425:Bacterial Outer Membrane Proteins; C075523:FPTA protein, Pseudomonas; D010636:Phenols; D011956:Receptors, Cell Surface; D017262:Siderophores; D013844:Thiazoles; C025316:pyochelin; D007501:Iron
keywords: FptA; Outer membrane transporter; Pseudomonas aeruginosa; Pyochelin; Siderophore