<p>For tyrosine enantiomers it is difficult to achieve specific separations. To solve this problem, a coated capillary column was fabricated, which is based on covalent organic frameworks (COFs) modified by chiral molecularly imprinted polymers (MIPs). The design of this column takes full advantage of two core properties: the molecular recognition specificity of molecular imprinting technology, and the excellent chromatographic separation performance of COFs. In a capillary electrochromatography (CEC) system, compared to capillary columns coated solely with MIP(APTES-TEOS) or achiral COFs, the as-prepared column exhibited a remarkably enhanced enantioseparation capability for tyrosine, with an increase of the separation resolution from 1.36/0 to 4.42. Furthermore, the enantioseparation mechanism of the developed CEC system was investigated in depth via adsorption kinetic experiments, adsorption isotherm fitting, and thermodynamic analysis. The findings verified the preferential adsorption of MIP(APTES-TEOS)@TpPa-1 toward L-Tyr compared to D-Tyr. This study provides novel insights into the application of advanced nanomaterial coating strategies in CEC systems, thereby exhibiting considerable application potential within the field of chiral separation.</p> Graphical abstract <p></p>

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Chiral molecularly imprinted polymer-functionalized achiral covalent organic frameworks as stationary phases for efficient enantioseparation of tyrosine in capillary electrochromatography

  • Mingxuan Ma,
  • Yun Wu,
  • Haijian Xia

摘要

For tyrosine enantiomers it is difficult to achieve specific separations. To solve this problem, a coated capillary column was fabricated, which is based on covalent organic frameworks (COFs) modified by chiral molecularly imprinted polymers (MIPs). The design of this column takes full advantage of two core properties: the molecular recognition specificity of molecular imprinting technology, and the excellent chromatographic separation performance of COFs. In a capillary electrochromatography (CEC) system, compared to capillary columns coated solely with MIP(APTES-TEOS) or achiral COFs, the as-prepared column exhibited a remarkably enhanced enantioseparation capability for tyrosine, with an increase of the separation resolution from 1.36/0 to 4.42. Furthermore, the enantioseparation mechanism of the developed CEC system was investigated in depth via adsorption kinetic experiments, adsorption isotherm fitting, and thermodynamic analysis. The findings verified the preferential adsorption of MIP(APTES-TEOS)@TpPa-1 toward L-Tyr compared to D-Tyr. This study provides novel insights into the application of advanced nanomaterial coating strategies in CEC systems, thereby exhibiting considerable application potential within the field of chiral separation.

Graphical abstract