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

K Kobayashi, S Oishi, Y Kobayashi, H Ohno…

Index: Kobayashi, Kazuya; Oishi, Shinya; Kobayashi, Yuka; Ohno, Hiroaki; Tsutsumi, Hiroko; Hata, Yoji; Fujii, Nobutaka Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 8 p. 2651 - 2655

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Abstract

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.

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