4.6 Article

Natural-based chiral task-specific deep eutectic solvents: A novel, effective tool for enantiodiscrimination in electroanalysis

Journal

ELECTROCHIMICA ACTA
Volume 380, Issue -, Pages -

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.electacta.2021.138189

Keywords

Chiral bio-based deep eutectic solvents; Chiral electroanalysis; Enantiodiscrimination of electroactive probe enantiomers; Chiral voltammetry on SPEs; Task-specific enantioselective media

Funding

  1. Fondazione Cariplo
  2. Regione Lombardia [2016-0923]

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Deep Eutectic Solvents (DESs) show remarkable potential as chiral media for enantioselective electroanalysis, with bio-based DESs often including chiral components that are currently underexploited. A proof of concept is presented using enantiopure chiral DESs in this study, demonstrating significant enantiomer differentiation.
Deep Eutectic Solvents (DESs) offer advantages similar to ionic liquid (IL) ones, with easier and more sustainable synthesis; moreover, bio-based DESs often include chiral components, surprisingly underexploited. A proof of concept is now offered of the impressive potential of enantiopure chiral DESs as chiral media for enantioselective electroanalysis. Three chiral DESs, consisting of a molecular salt with bio-based chiral cation [NopolMIm](+) combined with three natural and/or low-cost partners (levulinic acid, glycerol and urea), are introduced and investigated as chiral voltammetry media. Significant potential differences are observed for the enantiomers of a model chiral probe, with a dramatic tuning depending on the achiral DES component, reaching an impressive similar to 0.5 V in the levulinic acid case (while less efficient appears [NopolMIm](+) as chiral additive in IL). With the same medium good enantiodiscrimination is also observed for aminoacid tryptophan, a quite different probe and of applicative interest. These findings can be considered as a remarkable step further in chiral electroanalysis as well as in the development of task-specific enantioselective media. (C) 2021 Elsevier Ltd. All rights reserved.

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