Combinatorial design of multimeric chelating peptoids for selective metal coordination

Chemical Science
Abel RicanoRebecca J Abergel

Abstract

Current methods for metal chelation are generally based on multidentate organic ligands, which are generated through cumbersome multistep synthetic processes that lack flexibility for systematically varying metal-binding motifs. Octadentate ligands incorporating hydroxypyridinone or catecholamide binding moieties onto a spermine scaffold are known to display some of the highest affinities towards f-elements. Enhancing binding affinity for specific lanthanide or actinide ions however, necessitates ligand architectures that allow for modular and high throughput synthesis. Here we introduce a high-throughput combinatorial library of 16 tetrameric N-substituted glycine oligomers (peptoids) containing hydroxypyridinone or catecholamide chelating units linked via an ethylenediamine bridge and, for comparison, we also synthesized the corresponding mixed ligands derived from the spermine scaffold: 3,4,3-LI(1,2-HOPO)2(CAM)2 and 3,4,3-LI(CAM)2(1,2-HOPO)2. Coordination-based luminescence studies were carried out with Eu3+ and Tb3+ to begin probing the properties of the new ligand architecture and revealed higher sensitization efficiency with the spermine scaffold as well as different spectroscopic features among the structural peptoid iso...Continue Reading

References

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Citations

Jan 9, 2020·Chemistry : a European Journal·Korey P CarterRebecca J Abergel
Feb 16, 2021·Journal of Hazardous Materials·Min LiuChenghui Zeng
Jan 24, 2020·Inorganic Chemistry·Roger M PallaresRebecca J Abergel
Oct 7, 2021·Chemical Communications : Chem Comm·Claudine Nicole HerlanStefan Bräse

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Methods Mentioned

BETA
column chromatography
phosphorescence
NMR

Software Mentioned

HypSpec

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