Products Cited in Publications Worldwide High-throughput screening of α-chiral-primary amines to determine yield and enantiomeric excess

High-throughput screening of α-chiral-primary amines to determine yield and enantiomeric excess

Moor, Sarah R.; Howard, James R.; Herrera, Brenden T.; Anslyn, Eric V.

DOI: PMID:

Abstract

A novel screening protocol was developed using a combination of a fluorescent indicator displacement assay and a CD (CD) active Fe(II) complex to determine concentration and enantiomeric excess (ee) of α-chiral amines, resp. The analyte concentration is quantified with a pre-formed non-fluorescent imine, where transmission with the chiral amine results in displacement of the fluorophore 2-naphthylamine. After discerning the concentration of amine via fluorescence in a well-plate reader, the analyte is then incorporated into a three-component octahedral Fe(II) assembly for ee determination using an EKKO CD plate-reader. With these two assays, both the ee and yield of asym. transformations of 192 samples could be determined with acceptable errors in under 15 min (not counting the preparation time). This combined speed and accuracy provides an attractive solution to overcoming anal. bottlenecks when creating α-chiral amines.

Keywords

Circular Dichroism ; Fluorescence ; High-throughput screening ; Indicator displacement assay

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