State Key Laboratory of Medicinal Chemical Biology, Nankai University, Tianjin, 300071, China.
College of Pharmacy, Nankai University, Tianjin, 300071, China.
Angew Chem Int Ed Engl. 2018 Dec 17;57(51):16754-16759. doi: 10.1002/anie.201810571. Epub 2018 Nov 21.
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⊂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⊂COFs.
对映异构体的分离在药理学和生物学等许多领域都很重要。利用生物分子固有的强手性环境和特定相互作用，我们开发了一种将手性富集到共价有机框架（COFs）中的通用策略，即将一系列生物分子（氨基酸、肽、酶）共价固定到非手性 COFs 中。所得到的生物分子⊂COFs 继承了固定化生物分子的强手性和特定相互作用，可作为高效液相色谱（HPLC）中各种对映体的通用且高效的手性固定相，无论是正相还是反相。通过表面增强拉曼散射研究揭示了酶二级结构与对映体之间的不同相互作用，这解释了酶⊂COFs 的手性分离能力。
