Hemicryptophanes with Improved Fluorescent Properties for the Selective Recognition of Acetylcholine over Choline - Archive ouverte HAL
Article Dans Une Revue Journal of Organic Chemistry Année : 2020

Hemicryptophanes with Improved Fluorescent Properties for the Selective Recognition of Acetylcholine over Choline

Résumé

The synthesis of two new fluorescent hemicryptophanes is reported. They were found to be efficient and selective receptors for acetylcholine over choline. When compared to other hemicryptophane hosts previously reported for the selective recognition of acetylcholine, they display improved fluorescent properties: their maximum emission wavelengths are red-shifted and the quantum yields are higher. NMR titration experiments and density functional theory (DFT) calculations support the results obtained from fluorescence spectroscopy and give insights into the interactions involved in the host/guest complexes and into the selectivity for acetylcholine over choline.

Domaines

Chimie
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Dates et versions

hal-03180306 , version 1 (24-03-2021)

Identifiants

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Augustin Long, Elise Antonetti, Alberto Insuasty, Sandra Pinet, Isabelle Gosse, et al.. Hemicryptophanes with Improved Fluorescent Properties for the Selective Recognition of Acetylcholine over Choline. Journal of Organic Chemistry, 2020, 85 (10), pp.6400-6407. ⟨10.1021/acs.joc.0c00217⟩. ⟨hal-03180306⟩
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