Hydroxamic Acid Polymers. Effect of Structure on the Selective Chelation of Iron in Water

Biomimetic design of chelating interfaces

“…To the best of our knowledge, there are no commercially available monomers containing HA groups that are suitable for photoinitiated graft polymerization. The commonly used approach to prepare synthetic PHA polymers is by the hydroxylamidation reaction of active moieties including acrylic ester, acrylamide, acrylonitrile, and acid chloride . Hence, we herein chose methyl acrylate, which contains an acrylic ester group, as the monomer to covalently graft a high density of acrylic ester active groups from the PP substrate surface in the first step.…”

“…The high specificity and affinity of the functional groups (e.g., HA) in siderophores for metal chelation has inspired researchers to design biomimetic metal chelating polymers [Figure (B)]. The majority of published research in this area has focused on synthesis of free macromolecules, hydrogels, and resins with biomimetic metal chelating functionality . However, the ability to impart siderophore‐mimetic chelating functionality to the surface of solid supports would enable significant improvements in recovery and reuse of chelating materials, and expand their societal and commercial impact (e.g., separation process for wastewater treatment, active packaging applications, etc.).…”

Novel Polymeric Nanoparticles Assembled by Metal Ion Addition

“…Deferoxamine is a bacterial siderophore (high‐affinity iron chelating compound) produced by the actinobacter Streptomyces pilosus . It has medical applications as a chelating agent used to remove excess from the body25 because it is a very strong iron chelating agent with stability constant for Fe 3+ 30.6,26 which is several orders of magnitude higher stability constant than reported for polymeric hydroxamic acids 27. In this experiment, we used deferoxamine to investigate in vitro whether the system may be (bio)degraded by metal transchelation.…”

Stability of YREE complexes with the trihydroxamate siderophore desferrioxamine B at seawater ionic strength

“…Its central cavity appears capable of accommodating ions of many different sizes, but there must be a point beyond which the molecule cannot stretch and the fit becomes less comfortable. Winston and Kirchner (1978) prepared trihydroxamate siderophores with variable spacer lengths and found that molecules with 11-atom spacers had a higher affinity for Fe 3+ than those with 9 or 13 atoms. Conversely, the molecule with 13-atom spacers had a higher affinity for the smaller Al 3+ ion.…”