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Issue 26, 2015
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Sensing of enantiomeric excess in chiral carboxylic acids

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Abstract

Cinchona alkaloids (quinine, quinidine, cinchonine, cinchonidine) alkylated at N(1) with chloromethyl anthracene can serve as fluorescent sensors for chiral carboxylic acids. These cinchona ammonium salts are shown to bind chiral carboxylic acids while displaying an increase in fluorescence intensity that can be utilized in determination of enantiomeric excess (ee). Sensor arrays composed of four cinchona ammonium salts are used for quantitative analysis of ee in several non-steroidal anti-inflammatory drugs (NSAIDs), such as enantiomers of ibuprofen, ketoprofen, and naproxen.

Graphical abstract: Sensing of enantiomeric excess in chiral carboxylic acids

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Article information


Submitted
14 Jan 2015
Accepted
19 Feb 2015
First published
20 Feb 2015

Chem. Commun., 2015,51, 5770-5773
Article type
Communication

Sensing of enantiomeric excess in chiral carboxylic acids

A. Akdeniz, L. Mosca, T. Minami and P. Anzenbacher, Chem. Commun., 2015, 51, 5770
DOI: 10.1039/C5CC00376H

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