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.
Copyright © 2012 Elsevier Inc. All rights reserved.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Coordination Complexes / chemistry*
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Ferric Compounds / chemistry*
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Galactose / analogs & derivatives*
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Galactose / chemistry
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Glycerol / analogs & derivatives*
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Glycerol / chemistry
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Hydrogen-Ion Concentration
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Hydroxamic Acids / chemical synthesis
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Hydroxamic Acids / chemistry*
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Iron Chelating Agents / chemical synthesis
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Iron Chelating Agents / chemistry
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Ligands
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Models, Chemical*
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Molecular Structure
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Potentiometry
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Protons
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Siderophores / chemical synthesis
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Siderophores / chemistry*
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Spectrophotometry
Substances
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Coordination Complexes
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Ferric Compounds
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Hydroxamic Acids
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Iron Chelating Agents
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Ligands
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Protons
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Siderophores
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Glycerol
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Galactose