Team 'Transports Membranaires Bactériens', UMR 7242 CNRS-Université de Strasbourg, 300 Boulevard Sébastien Brant, BP 10413, F-67412 Illkirch-Graffenstaden Cedex, France.
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.
Bioorg Med Chem Lett. 2014 Jan 1;24(1):132-5. doi: 10.1016/j.bmcl.2013.11.054. Epub 2013 Dec 4.
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.
吡咯并喹啉啉(Pyochelin)是铜绿假单胞菌(Pseudomonas aeruginosa)所有菌株共有的一种铁载体,革兰氏阴性菌利用该铁载体获取铁(III)。FptA 是一种外膜转运蛋白,负责铜绿假单胞菌中铁(III)-吡咯并喹啉啉的摄取。在本信中,我们描述了几种吡咯并喹啉啉的噻唑类似物的合成和生物学特性((55)Fe 摄取、与 FptA 结合)。在这些类似物中,我们报告了前两个能够与 FptA 结合而不促进铜绿假单胞菌中任何铁摄取的吡咯并喹啉啉类似物。