Chiral Recognition of Amino Acid Esters in Organic Solvents Using a Glucose-Based Receptor.

ABSTRACT: Due to the chemical and biological relevance of amino acids, efficient methods for the recognition and separation of their enantiomers are highly sought after. Chiral receptors based on extended molecular scaffolds are typically employed for this purpose. These receptors are often effective only in specific environments and towards a narrow scope of amino acid guests. Recently we reported a simple, glucose-based macrocycle capable of enantioselective binding of a broad range of amino acid methyl esters in water. Herein we demonstrate that the same receptor can be used for chiral recognition of amino acid esters in organic solvents. We show that the binding affinity and selectivity of the receptor are highly dependent on the coordinating strength of the solvent. An in-depth analysis of the

SUBMITTER: Monkemoller LS 

PROVIDER: S-EPMC9000842 | biostudies-literature | 2022 Mar

REPOSITORIES: biostudies-literature