Synthesis and application of an Nδ-acetyl-Nδ-hydroxyornithine analog: Identification of novel metal complexes of deferriferrichrysin

Synthesis of Fmoc-protected Nδ-acetyl-Nδ-(tert-butoxy)-l-ornithine has revealed it to be a metal-chelating amino-acid precursor. This protected amino acid was compatible with the preparation of ferrichrome peptides by standard Fmoc-based solid-phase peptide synthesis. Evaluation of deferriferrichrysin for metal ion chelation revealed that zirconium(IV) and titanium(IV) formed complexes with deferriferrichrysin.