title: Oxinobactin, a siderophore analogue to enterobactin involving 8-hydroxyquinoline subunits: synthesis and iron binding ability.
abstract: Oxinobactin, a siderophore analogue to enterobactin but possessing 8-hydroxyquinoline instead of catechol complexing subunits, has been synthesized starting from L-serine and 8-hydroxyquinoline. Comparative iron binding studies showed that oxinobactin is as effective as enterobactin for the complexation of Fe(III) at physiological pH but with improved complexing ability at acidic pH.
authors.affiliation: Département de Chimie Moléculaire (UMR 5250), Université Joseph Fourier-Grenoble, 301 rue de la Chimie, BP 53X, 38041 Grenoble cedex 9, France. amaury.d-hardemare@ujf-grenoble.fr
authors.forename: Amaury du Moulinet
authors.initials: Adu M
authors.lastname: d'Hardemare
authors.forename: Nivine
authors.initials: N
authors.lastname: Alnaga
authors.forename: Guy
authors.initials: G
authors.lastname: Serratrice
authors.forename: Jean-Louis
authors.initials: JL
authors.lastname: Pierre
mesh_terms: D001667:Binding, Competitive; D002396:Catechols / Q000737:chemistry; D002614:Chelating Agents / Q000737:chemistry / Q000494:pharmacology; D004758:Enterobactin / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D004926:Escherichia coli / Q000378:metabolism; D006863:Hydrogen-Ion Concentration; D007501:Iron / Q000737:chemistry; D008024:Ligands; D000432:Methanol / Q000737:chemistry; D008956:Models, Chemical; D015125:Oxyquinoline / Q000737:chemistry*; D017262:Siderophores / Q000737:chemistry; D012997:Solvents / Q000737:chemistry; D013056:Spectrophotometry, Ultraviolet / Q000379:methods
chemical_list: D002396:Catechols; D002614:Chelating Agents; D008024:Ligands; D017262:Siderophores; D012997:Solvents; C540156:oxinobactin; D004758:Enterobactin; D015125:Oxyquinoline; D007501:Iron; C034221:catechol; D000432:Methanol