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

Chemical Science
Sarah H HewittStephen J Butler

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.

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Citations

Dec 31, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Nicola Y EdwardsJenna L Strubhar
Mar 18, 2021·Dalton Transactions : an International Journal of Inorganic Chemistry·Chiara De RosaFabio Piccinelli
May 2, 2021·Chemistry : a European Journal·Luis Martínez-CrespoHennie Valkenier
Apr 29, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Elena Del Giorgio, Thomas Just Sørensen
May 6, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Jorge H S K Monteiro
Oct 16, 2020·ChemPlusChem·Stephen J Butler, Katrina A Jolliffe
Jun 5, 2020·Chemistry : a European Journal·Aleksandr M AgafontsevEvgeny A Kataev
Jun 25, 2021·Chemical Science·Samantha E Bodman, Stephen J Butler

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Methods Mentioned

BETA
NMR
X-ray

Software Mentioned

Bindfit

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