Oxinobactin, a siderophore analogue to enterobactin involving 8-hydroxyquinoline subunits: synthesis and iron binding ability.
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.
d'Hardemare
Amaury du Moulinet
Adu M
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
Alnaga
Nivine
N
Serratrice
Guy
G
Pierre
Jean-Louis
JL
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
D002396:Catechols; D002614:Chelating Agents; D008024:Ligands; D017262:Siderophores; D012997:Solvents; C540156:oxinobactin; D004758:Enterobactin; D015125:Oxyquinoline; D007501:Iron; C034221:catechol; D000432:Methanol