Mirror‐Image Packing Provides a Molecular Basis for the Nanomolar Equipotency of Enantiomers of an Experimental Herbicide

Abstract

Programs of drug discovery generally exploit one enantiomer of ac hiral compound for lead development following the principle that enantiomer recognition is central to biological specificity.However,chiral promiscuity has been identified for anumber of enzyme families,whichhave shown that mirror-image packing can enable opposite enantiomers to be accommodated in an enzymesactive site.Reported here is as eries of crystallographic studies of complexes between an enzyme and ap otent experimental herbicide whose chiral center forms an essential part of the inhibitor pharmacophore. Initial studies with ar acemate at 1.85 resolution failed to identify the chirality of the bound inhibitor,h owever,b y extending the resolution to 1.1 and by analyzing highresolution complexes with the enantiopure compounds,w e determined that both enantiomers make equivalent pseudosymmetric interactions in the active site,t hus mimicking an achiral reaction intermediate.

Enhancing Electrochemical Signal for Efficient Chiral Recognition by Encapsulating C60 Fullerene into Chiral Lanthanum-Based MOFs

“…Figure i,j and k,l shows the effect of inorganic metal ions on the recognition ability of the chiral interface. K + and Na + had almost no effect on the chiral recognition ability, while Cu 2+ , Fe 2+ , and Zn 2+ had a greater influence on the results of the chiral recognition due to the fact that these ions have a very strong coordination ability, which can be coordinated with carboxyl group, amino group on the C 60 @L/D-[La­(BTB)] n , and Trp enantiomers, which reduces the chiral recognition sites and active sites on the detected interface, and therefore severely interferes with chiral recognition of the Trp enantiomers …”