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Synthesis of alanine-based colorimetric sensors and enantioselective recognition of aspartate and malate anions†
Wei-Chi Lin,Yu-Ping Tseng,Chi-Yung Lin,Yao-Pin Yen
Organic & Biomolecular Chemistry Pub Date : 05/10/2011 00:00:00 , DOI:10.1039/C1OB05135K
Abstract

Two chiral colorimetric sensors (1,2) were synthesized and characterized by spectroscopic techniques and their enantioselective recognition of chiral dicarboxylic anions (D/L-aspartate and D/L-malate) was examined by UV-vis and 1H NMR spectroscopy. Interaction of the receptors 1 and 2 with the enantiomers of aspartate or malate caused different color changes, and they act as optical chemosensors for the recognition of D-aspartate vs.L-aspartate and D-malate vs.L-malate. Receptor 1 exhibits high enantioselective binding for aspartate anions [KA(D)/KA(L) = 12.15].

Graphical abstract: Synthesis of alanine-based colorimetric sensors and enantioselective recognition of aspartate and malate anions
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