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Self-Assembly of Racemic Alanine Derivatives: Unexpected Chiral Twist and Enhanced Capacity for the Discrimination of Chiral Species

Authors

  • Dr. Hai Cao,

    1. Beijing National Laboratory for Molecular Science (BNLMS), CAS Key Laboratory of Colloid, Interface and Chemical Thermodynamics, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190 (P.R. China)
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  • Dr. Xuefeng Zhu,

    1. Beijing National Laboratory for Molecular Science (BNLMS), CAS Key Laboratory of Colloid, Interface and Chemical Thermodynamics, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190 (P.R. China)
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  • Prof. Dr. Minghua Liu

    Corresponding author
    1. Beijing National Laboratory for Molecular Science (BNLMS), CAS Key Laboratory of Colloid, Interface and Chemical Thermodynamics, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190 (P.R. China)
    • Beijing National Laboratory for Molecular Science (BNLMS), CAS Key Laboratory of Colloid, Interface and Chemical Thermodynamics, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190 (P.R. China)
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  • We gratefully acknowledge funding of this research by the National Natural Science Foundation of China (Nos. 91027042, 21021003, 21227802), the Basic Research Development Program (2010CB833305), and the Fund of the Chinese Academy of Sciences.

Abstract

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Twisted ribbons were formed by the self-assembly of racemic alanine derivatives (middle picture), whereas only flat nanostructures were obtained from the individual enantiomers (left). The twist was sensitive to a slight enantiomeric excess and showed remarkable macroscopic chirality. Moreover, it could discriminate various amino acid derivatives (right) and even enabled the determination of the ee value of a mixed system.

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