Tuning the anion binding properties of lanthanide receptors to discriminate nucleoside phosphates in a sensing array

Hewitt, Sarah H.; Macey, Georgina; Mailhot, Romain; Elsegood, Mark R.J.; Duarte, Fernanda; Kenwright, Alan M.; Butler, Stephen J.

Abstract

The development of synthetic receptors for the selective binding and discrimination of anions in water requires an understanding of how anions interact with these synthetic receptors. Molecules designed to differentiate nucleoside phosphate anions (e.g. ATP, ADP, GTP, GDP, UDP) under physiological conditions could underpin exciting new sensing tools for biomedical research and drug discovery, but it is very challenging due to the similarities in anion structure, size and charge. We present a series of lanthanide-based anion receptors and establish key structural elements that impact on nucleoside phosphate anion binding and sensing. Structural evidence of anion binding using X-ray crystallographic and NMR data, supported by DFT calculations indicate the binding modes between the lanthanide complexes and certain phosphoanions, revealing a bidentate (α-, γ-) binding mode to ATP. We further use four of the receptors to allow discrimination of eight nucleoside phosphate anions in the first array-based assay using lanthanide complexes, taking advantage of the multiple emission bands and long emission lifetimes associated with luminescent lanthanide complexes.

Citation

Hewitt, S. H., Macey, G., Mailhot, R., Elsegood, M. R., Duarte, F., Kenwright, A. M., & Butler, S. J. (2020). Tuning the anion binding properties of lanthanide receptors to discriminate nucleoside phosphates in a sensing array. Chemical Science, 11(14), 3619-3628. https://doi.org/10.1039/d0sc00343c

• Journal Article Type: Article
• Acceptance Date: Mar 10, 2020
• Online Publication Date: Mar 10, 2020
• Publication Date: Apr 14, 2020
• Deposit Date: Apr 29, 2020
• Publicly Available Date: Apr 29, 2020
• Journal: Chemical Science
• Print ISSN: 2041-6520
• Electronic ISSN: 2041-6539
• Publisher: Royal Society of Chemistry
• Peer Reviewed: Peer Reviewed
• Volume: 11
• Issue: 14
• Pages: 3619-3628
• DOI: https://doi.org/10.1039/d0sc00343c
• Public URL: https://durham-repository.worktribe.com/output/1271977