Abstract
The molecular recognition properties of two pillar[n]arene sulfates (P[5]AS and P[6]AS) toward a panel of world anti-doping agency banned substances (1–11) were investigated by a combination of isothermal titration calorimetry, 1H NMR spectroscopy, and molecular modelling. Subsequently a sensing ensemble based on indicator displacement was created using the P[5]AS•lucigenin and P[6]AS•Hoechst 33258 complexes which allowed differentiation among the analytes with 90% accuracy. The assay was extended to allow the quantitation of pseudoephedrine in simulated urine samples with a limit of quantitation that is 30-fold below the WADA threshold.
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