One‐pot synthesis of a novel chiral Zr‐based metal‐organic framework for capillary electrochromatographic enantioseparation

Abstract

A novel chiral stationary phase (CSP) of Zr-based metal-organic framework, l-Cys-PCN-224, was prepared by one-pot method and applied for the enantioseparation by capillary electrochromatography. The CSP was characterized by X-ray diffraction, thermogravimetric analysis, X-ray photoelectron spectroscopy, Fourier-transform infrared spectra, nitrogen adsorption/desorption, circular dichroism spectrum, zeta-potential, and so on. The results revealed that the CSP had good crystallinity, high specific surface area (2580 m 2 /g), and good thermal stability. Meanwhile, the cross-section of l-Cys-PCN-224-bonded opentubular (OT) column was observed by a scanning electron microscope, which proved the successful bonding of l-Cys-PCN-224 particles to the inner wall. Relative standard deviations of the column efficiencies were 3.87%-9.14%, and not obviously changed after 200 runs, which indicated that l-Cys-PCN-224-bonded OT column had the better stability and reproducibility. Excellent chiral separation performance was verified with nine kinds of natural amino acids including acidic, neutral, and basic as the analytes. All amino acids studied achieved good separation with the resolution of 1.38-13.9 and selector factor of 1.11-3.71. These results demonstrated that the CSP had an excellent potential in the chiral separation field.

Dual-functional porphyrinic zirconium-based metal–organic framework for the fluorescent sensing of histidine enantiomers and Hg2+

“…The transition band of l -Cys/PCN-222-2 at 296 nm can be attributed to the coordination between Zr of PCN-222 and –COOH of l -Cys, resulting in the charge–shift transition O → Zr. 45 This result suggests that l -Cys/PCN-222-2 formed an obvious single optical rotation structure.…”

Recent developments in capillary and microchip electroseparations of peptides (2021–mid‐2023)

“…Numerous coating materials, including organic and inorganic compounds and materials, hybrid materials, and polymeric materials, have been introduced as physically adsorbed of chemically covalently attached SPs as shown in a previous review [165]. The recent reviews mostly deal with new SPs, such as microporous materials (MOFs [166, 167], covalent organic frameworks [168], porous organic cages, and knitted aromatic polymers, nanoparticles, polymer materials, silica‐based materials, and biomaterials). Various aspects of chiral CEC, including its history, advantages, bottlenecks, developments, and applications in the last 30 years and the future perspectives, were in detail discussed in a comprehensive review by Fanali and Chankvetadze [169].…”

Recent applications and chiral separation development based on stationary phases in open tubular capillary electrochromatography (2019–2022)

“…Overall, we provide readers interested in OT-CEC with the most up-to-date overview of this field, and the related new SPs from 2019 to 2022 are listed in Table 1 [ 3 , [5] , [6] , [7] , [8] , [9] , [10] , [11] , [12] , [13] , [14] , [15] , [16] , [17] , [18] , [19] , [20] , [21] , [22] , [23] , [24] , [25] , [26] , [27] , [28] , [29] , [30] , [31] , [32] , [33] , [34] , [35] , [36] , [37] , [38] , [39] , [40] , [41] , [42] , [43] , [44] , [45] , [46] , [47] , [48] , [49] , [50] , [51] , [52] , [53] , [54] , [55] , [56] , [57] , [58] , [59] , [60] , [61] , [62] , [63] , [64] , [65] ]. PubMed and Web of Science were used to search the following characters (also their acronyms) alone or in combination: “Open tubular”, “Capillary electrochromatography”, “Chiral separation”, “Stationary phase”, and “Coating” for relevant literature to analyze recent OT-CEC developments.…”