title: Synthesis and application of an Nδ-acetyl-Nδ-hydroxyornithine analog: identification of novel metal complexes of deferriferrichrysin.
abstract: Synthesis of Fmoc-protected N(δ)-acetyl-N(δ)-(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.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyoto University, Sakyo-ku, Kyoto 606-8501, Japan.
authors.forename: Kazuya
authors.initials: K
authors.lastname: Kobayashi
authors.forename: Shinya
authors.initials: S
authors.lastname: Oishi
authors.forename: Yuka
authors.initials: Y
authors.lastname: Kobayashi
authors.forename: Hiroaki
authors.initials: H
authors.lastname: Ohno
authors.forename: Hiroko
authors.initials: H
authors.lastname: Tsutsumi
authors.forename: Yoji
authors.initials: Y
authors.lastname: Hata
authors.forename: Nobutaka
authors.initials: N
authors.lastname: Fujii
mesh_terms: D005291:Ferrichrome / Q000031:analogs & derivatives / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D009952:Ornithine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D010456:Peptides, Cyclic / Q000737:chemistry*; D014025:Titanium / Q000737:chemistry*; D015040:Zirconium / Q000737:chemistry*
chemical_list: C574559:N(delta)-acetyl-N(delta)-hydroxyornithine; D009942:Organometallic Compounds; D010456:Peptides, Cyclic; C574558:deferriferrichrysin; D005291:Ferrichrome; D015040:Zirconium; D014025:Titanium; D009952:Ornithine