Quantitative chirality and concentration sensing of chiral analytes using a relay assay

An analytical method comprising:

• providing a sample containing a chiral analyte that can exist in stereoisomeric forms;
• providing a probe selected from the group consisting of aryl halophosphites, halodiazaphosphites, arylchlorophosphines, dinitrofluoroarenes, arylsulfonyl chlorides, and coumarin-derived Michael acceptors;
• providing an indicator;
• contacting the sample with an excess of the probe under conditions to permit irreversible covalent binding of the probe to the chiral analyte present in the sample;
• contacting the sample with the indicator under conditions to permit covalent binding of the indicator to the excess probe that is not bound to the chiral analyte;
• first determining, based on binding that occurs between the chiral analyte and probe, an absolute configuration of the analyte in the sample and/or an enantiomeric composition of the analyte in the sample using a chiroptical technique;
• and
• second determining, based on binding that occurs between the indicator and probe, a concentration of the chiral analyte in the sample using a non-chiroptical technique.