Enantiomorphic Microvortex-Enabled Supramolecular Sensing of Racemic Amino Acids by Using Achiral Building Blocks.

Abstract

Chiral analysis of bioactive molecules is of increasing significance in chemical and life sciences. However, the quantitative detection of a racemic mixture of enantiomers is a challenging task, which relies on complicated and time-consuming multiple steps of chiral derivatization, chiral separation, and spectroscopic measurement. Herein, we show that, without the use of chiral molecules or pretreatment steps, the co-assembly of amino acids with achiral TPPS4 monomers controlled by enantiomorphic microvortices allows quantitative detection of racemic or enantiomeric amino acids, through analysis of the sign and magnitude of supramolecular chirality in different outlets of a microfluidic platform. A model demonstrates that chiral microvortices can induce an initial chiral bias by bending the sheet structure, resulting in supramolecular self-assembly of TPPS4 and amino acids of compatible chirality by the self-sorting. This sensing system may find versatile applications in chiral sensing.