Formation of a tris(catecholato) iron() complex with a nature-inspired cyclic peptoid ligand

Siderophore-mimicking macrocyclic peptoids were synthesized. Peptoid 3 with intramolecular hydrogen bonds showed an optimally arranged primary coordination sphere leading to a stable catecholate-iron complex. The tris(catecholato) structure of 3-Fe( iii ) was determined with UV-vis, fluorescence, an...

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Bibliographic Details
Published in:Dalton transactions : an international journal of inorganic chemistry 2021-03, Vol.5 (1), p.3459-3463
Main Authors: Oh, Jinyoung, Kang, Dahyun, Hong, Sugyeong, Kim, Sun H, Choi, Jun-Ho, Seo, Jiwon
Format: Article
Language:English
Subjects:
Fluorescence
Hydrogen bonds
Iron
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Summary:Siderophore-mimicking macrocyclic peptoids were synthesized. Peptoid 3 with intramolecular hydrogen bonds showed an optimally arranged primary coordination sphere leading to a stable catecholate-iron complex. The tris(catecholato) structure of 3-Fe( iii ) was determined with UV-vis, fluorescence, and EPR spectroscopies and DFT calculations. The iron binding affinity was comparable to that of deferoxamine, with enhanced stability upon air exposure. Siderophore-mimicking catechol-containing macrocyclic peptoids were synthesized, and their Fe( iii ) complexes were characterized. The 3 -Fe( iii ) complex exhibited stable tris-complex with a 1 : 1 stoichiometry.
ISSN:1477-9226
1477-9234
DOI:10.1039/d1dt00091h