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Enantiomorphic Microvortex‐Enabled Supramolecular Sensing of Racemic Amino Acids by Using Achiral Building Blocks
Author(s) -
Li Yike,
Liu Chao,
Bai Xuan,
Tian Fei,
Hu Guoqing,
Sun Jiashu
Publication year - 2020
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201913882
Subject(s) - enantiomer , chirality (physics) , supramolecular chemistry , amino acid , molecule , derivatization , combinatorial chemistry , materials science , chemistry , diastereomer , nanotechnology , stereochemistry , organic chemistry , high performance liquid chromatography , chiral anomaly , physics , biochemistry , fermion , quantum mechanics , nambu–jona lasinio model
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 TPPS 4 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 TPPS 4 and amino acids of compatible chirality by the self‐sorting. This sensing system may find versatile applications in chiral sensing.