Issue 15, 2011

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

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

Supplementary files

Article information

Article type
Paper
Submitted
25 Jan 2011
Accepted
10 May 2011
First published
10 May 2011

Org. Biomol. Chem., 2011,9, 5547-5553

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

W. Lin, Y. Tseng, C. Lin and Y. Yen, Org. Biomol. Chem., 2011, 9, 5547 DOI: 10.1039/C1OB05135K

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