Determination of Enantiomeric Excess in Confined Aprotic Solvent
Emer B. Farrell, Fionn McNeill, Dominik Duleba, Adria Martínez-Aviño, Patrick J. Guiry, Robert P. Johnson
TL;DR
This paper introduces a new nanopore-based method for quickly and cheaply measuring the stereochemical purity of compounds, which is important for drug production.
Contribution
A novel nanopore-based platform using ion-current rectification for rapid enantiomeric excess determination is introduced.
Findings
The nanopore method distinguishes enantiomers through changes in ion-current rectification.
The platform successfully determined enantiomeric excess for multiple compounds in minutes.
The method uses low-cost equipment and minimal sample volumes.
Abstract
The validation of the stereochemical purity of synthesized compounds is a requisite for the fine-chemical industry, particularly in the production of enantiopure drug compounds. However, most methodologies employed in the determination of enantiopurity require carefully chosen chiral GC or HPLC columns, increasing associated cost, analysis time, and complexity. Herein, we present a nanopore-based technology for the determination of enantiopurity, exploiting changes in ion-current rectification of quartz nanopipettes containing an aprotic organic electrolyte. Changes in solvent ordering at the quartz surface upon enantiomerically preferential adsorption give rise to distinguishable current-voltage responses. The applicability of our simple and cost-effective platform is demonstrated through the determination of the enantiomeric excess of commercially available (R)- and (S)-enantiomers of…
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Taxonomy
TopicsAnalytical Chemistry and Chromatography · Molecular spectroscopy and chirality · Surface Chemistry and Catalysis