title: Glycosiderophores: synthesis of tris-hydroxamate siderophores based on a galactose or glycero central scaffold, Fe(III) complexation studies.
abstract: A series of five new hexadentate tris-hydroxamate ligands based on a d-galactose or a glycerol scaffold have been synthesized. Protonation and ferric complex formation constants have been determined from solution studies by potentiometric and spectrophotometric titrations. All ligands form 1:1 Fe:L complexes. The calculated pFe values at pH 7.4 span over the range 19.2-23.0 depending on the scaffold and on the length of the spacers between hydroxamate and central scaffold and on the N-methyl substitution. This new kind of artificial siderophores based on a glycoscaffold is of interest as it opens up an easy way to modulate the pFe.
authors.affiliation: Institut de chimie moléculaire et des matériaux d'Orsay, Bât. 420, Université Paris-Sud 11, F-91405 Orsay cedex, France.
authors.forename: Christelle
authors.initials: C
authors.lastname: Neff
authors.forename: François
authors.initials: F
authors.lastname: Bellot
authors.forename: Jenny-Birgitta
authors.initials: JB
authors.lastname: Waern
authors.forename: François
authors.initials: F
authors.lastname: Lambert
authors.forename: Jérémy
authors.initials: J
authors.lastname: Brandel
authors.forename: Guy
authors.initials: G
authors.lastname: Serratrice
authors.forename: François
authors.initials: F
authors.lastname: Gaboriau
authors.forename: Clotilde
authors.initials: C
authors.lastname: Policar
mesh_terms: D056831:Coordination Complexes / Q000737:chemistry*; D005290:Ferric Compounds / Q000737:chemistry*; D005690:Galactose / Q000031:analogs & derivatives* / Q000737:chemistry; D005990:Glycerol / Q000031:analogs & derivatives* / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D006877:Hydroxamic Acids / Q000138:chemical synthesis / Q000737:chemistry*; D007502:Iron Chelating Agents / Q000138:chemical synthesis / Q000737:chemistry; D008024:Ligands; D008956:Models, Chemical; D015394:Molecular Structure; D011199:Potentiometry; D011522:Protons; D017262:Siderophores / Q000138:chemical synthesis / Q000737:chemistry*; D013053:Spectrophotometry
chemical_list: D056831:Coordination Complexes; D005290:Ferric Compounds; D006877:Hydroxamic Acids; D007502:Iron Chelating Agents; D008024:Ligands; D011522:Protons; D017262:Siderophores; D005990:Glycerol; D005690:Galactose