<scp>l</scp>-Cysteine modified metal–organic framework as a chiral stationary phase for enantioseparation by capillary electrochromatography

Gao, Lidi; Hu, Xingfang; Qin, Shili; Chu, Hongtao; Zhao, Xuan; Wang, Bingbing

doi:10.1039/d1ra07909c

Cited by 28 publications

(16 citation statements)

References 62 publications

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“…The L-Cys-PCN-222-bonded OT column was prepared by bonding L-Cys-PCN-222 particles to the inner wall of the column, illustrating better reproducibility, stability, efficiency, and longer lifetime, concluding that Zr-based peptide Bio-MOF is promising for enantioseparation in chromatography. 73 Chiral recognition relies on the steric fit between the analytes and the CSP. 73,[121][122][123] As inferred from the "three-point interaction separation principle", 124 interactions between the analytes and the CSP include hydrogen bonds, electrostatic interactions, π-π interactions, and steric hindrance enhancing enantioselectivity chiral recognition.…”

Section: Biological Metal-organic Framework (Bio-mofs)mentioning

confidence: 99%

“…73 Chiral recognition relies on the steric fit between the analytes and the CSP. 73,[121][122][123] As inferred from the "three-point interaction separation principle", 124 interactions between the analytes and the CSP include hydrogen bonds, electrostatic interactions, π-π interactions, and steric hindrance enhancing enantioselectivity chiral recognition. The chiral separation ability of the L-Cys-PCN-222-bonded OT column was elucidated with the isomers of three natural amino acids, two pesticides, and drugs (lomefloxacin hydrochloride, gatifloxacin, flumequine, ofloxacin).…”

Section: Biological Metal-organic Framework (Bio-mofs)mentioning

confidence: 99%

“…The maximum R s of 26.0 indicated that the L-Cys-PCN-222-bonded OT column is capable of good chiral separation. 73…”

Section: Biological Metal-organic Framework (Bio-mofs)mentioning

confidence: 99%

“…Amino acids, aryloxycarboxylic acid pesticides, imidazolinone, and fluoroquinolones for total 17 chiral compounds were separated on L‐Cys‐PCN‐222 by capillary electrochromatography (CEC). Zr‐MOF (L‐Cys‐PCN‐222) bonded to an open tubular column has a high specific surface area, thermal stability, good crystallinity, and chiral recognition performance 73 . (p)…”

Section: Mofsmentioning

confidence: 99%

“…Another study showed that L‐Cys‐PCN‐222, a chiral Zr‐based peptide Bio‐MOF, is used for the enantiomeric separation of 17 chiral compounds, including amino acids, imidazoline‐one and aryloxyphenoxypropionic pesticides and fluoroquinolones by CEC. The L‐Cys‐PCN‐222‐bonded OT column was prepared by bonding L‐Cys‐PCN‐222 particles to the inner wall of the column, illustrating better reproducibility, stability, efficiency, and longer lifetime, concluding that Zr‐based peptide Bio‐MOF is promising for enantioseparation in chromatography 73 . Chiral recognition relies on the steric fit between the analytes and the CSP 73,121–123 .…”

Section: Mofsmentioning

confidence: 99%

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Metal–organic frameworks in chiral separation of pharmaceuticals

et al. 2022

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Stereoselective chiral molecules are responsible for specific biological functions in nature. At present, more than half of the prescribed drugs are chiral. Living organisms display divergent pharmacological responses to the enantiomers, leading to altered toxicity, pharmacokinetics, and pharmacodynamics. Thus, chiral analysis, separation, and extraction are crucial for ensuring enantiomeric purity to develop safe and effective medication. In recent times, metal–organic frameworks (MOFs) with appealing structures are gaining importance because of their fascinating properties as a sorbent and stationary phase. MOFs are crystalline porous solid materials built by interconnecting metal ions or clusters and organic linkers. This review explores the advancements in MOFs for the isolation and separation of chiral active pharmaceutical drugs.

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Section: Biological Metal-organic Framework (Bio-mofs)mentioning

confidence: 99%

Section: Biological Metal-organic Framework (Bio-mofs)mentioning

confidence: 99%

“…The maximum R s of 26.0 indicated that the L-Cys-PCN-222-bonded OT column is capable of good chiral separation. 73…”

Section: Biological Metal-organic Framework (Bio-mofs)mentioning

confidence: 99%

Section: Mofsmentioning

confidence: 99%

Section: Mofsmentioning

confidence: 99%

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Metal–organic frameworks in chiral separation of pharmaceuticals

et al. 2022

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CoCorrole‐Functionalized PCN‐222 for Carbon Monoxide Selective Adsorption

Loze,

Brandès,

Fleurat‐Lessard

et al. 2024

Chemistry A European J

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The high risk of CO poisoning justifies the need for indoor air quality control and warning systems based on the detection of low concentrations (ppm‐ppb) of CO. Cobalt corrole complexes selectively bind CO vs. O2, CO2, N2, opening new fields of applications. By combining the CO chemisorption properties of cobalt corroles with the known sorption capacity of MOFs, we hope to obtain high performance sensing materials for CO detection. In addition, the exposed metal sites of MOFs lead to CO2 physisorption, allowing the co‐detection of CO and CO2. In this work, PCN‐222 a stable Zr‐based MOF made from Ni(TCPP) with natural vacancies has been used as a porous matrix for the grafting of electron‐poor metallocorroles. The materials were characterized by powder XRD, SEM and optical microscopy, BET analyses and gas adsorption measurements at 298 K. No degradation of the crystalline structure of PCN‐222 was observed. At 1 atm, the adsorbed CO(g) volumes measured for the best materials were 12.15 cm3 g‐1 and 14.01 cm3 g‐1 for CoCorr2@PCN‐222 and CoCorr3@PCN‐222 respectively, and both materials exhibited high CO chemisorption and selectivity against O2, N2, and CO2 at low pressure due to the highest energy of the chemisorption process vs physisorption. (198 Words)

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Applications of electrophoresis for small enantiomeric drugs in real‐world samples: Recent trends and future perspectives

et al. 2023

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Separation and identification of chiral molecules is a topic widely discussed in the literature and of fundamental importance, especially in the pharmaceutical and food fields, both from industrial and laboratory points of view. Several techniques are used to carry out these analyses, but high‐performance liquid chromatography is often the “gold standard.” The high costs of chiral columns, necessary for this technique, led researchers to look for an alternative, and capillary electrophoresis (CE) is a technique capable of overcoming some of the disadvantages of liquid chromatography, often providing comparable results in terms of sensitivity and robustness. We addressed this topic, already widely discussed in the literature, providing an overview of the last 6 years of the most frequent and recent applications of CE. To make the manuscript more effective, we decided to divide it into paragraphs that represent the main field of application, from enantioseparation in complex matrices (pharmacokinetic studies or toxicological dosage of drugs, analysis of environmental pollutants, and analyses of foods) to quality control analyses on pharmaceutical formulas. About these, which are the fields of most meaningful use, we mentioned some of the most innovative and performing methods, with a look to the future on the application of new materials used, such as chiral selectors, that can make these types of analyses accessible to all, reducing cost, time, and excessive use of toxic solvents.

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l-Cysteine modified metal–organic framework as a chiral stationary phase for enantioseparation by capillary electrochromatography

Abstract: A new kind of chiral zirconium-based metal–organic framework, l-Cys-PCN-222, was synthesized by the SALI method and utilized as the chiral stationary phase in a capillary electrochromatography system for enantioseparation.

Cited by 28 publications

References 62 publications

Metal–organic frameworks in chiral separation of pharmaceuticals

Metal–organic frameworks in chiral separation of pharmaceuticals

CoCorrole‐Functionalized PCN‐222 for Carbon Monoxide Selective Adsorption

Applications of electrophoresis for small enantiomeric drugs in real‐world samples: Recent trends and future perspectives

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