4.8 Article

Covalent Organic Frameworks with Chirality Enriched by Biomolecules for Efficient Chiral Separation

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 51, Pages 16754-16759

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201810571

Keywords

biomolecules; chiral separation; chiral stationary phases; chirality; covalent organic frameworks

Funding

  1. National Natural Science Foundation of China [21601093]
  2. Tianjin Natural Science Foundation of China [17JCZDJC37200, 18JCZDJC37300]
  3. NSF [DMR-1352065]

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The separation of racemic compounds is important in many fields, such as pharmacology and biology. Taking advantage of the intrinsically strong chiral environment and specific interactions featured by biomolecules, here we contribute a general strategy is developed to enrich chirality into covalent organic frameworks (COFs) by covalently immobilizing a series of biomolecules (amino acids, peptides, enzymes) into achiral COFs. Inheriting the strong chirality and specific interactions from the immobilized biomolecules, the afforded biomolecules subset of COFs serve as versatile and highly efficient chiral stationary phases towards various racemates in both normal and reverse phase of high-performance liquid chromatography (HPLC). The different interactions between enzyme secondary structure and racemates were revealed by surface-enhanced Raman scattering studies, accounting for the observed chiral separation capacity of enzymes subset of COFs.

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