Journal of Analytical Methods in Chemistry
·
2023
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IF 2.6
Xiaoyu Yang
Simultaneous enantioseparation of three commonly used chiral antifungal pesticides (diniconazole, hexaconazole, and imazalil) was first studied based on micellar electrokinetic chromatography (MEKC) with hydroxypropyl-γ-CD (HP-γ-CD) as chiral selector. In this study, the importance of experimental parameters such as chiral selector type and concentration, sodium dodecyl sulfate (SDS) concentration, the ratio of methanol, and separation voltage in optimizing were investigated. The simultaneous enantioseparation of diniconazole, hexaconazole, and imazalil was successfully achieved in 30 mM borate buffer (pH 9.0) containing 10 mM HP-γ-CD and 20 mM SDS with methanol (8%) added as organic modifiers. The resolution of diniconazole, hexaconazole, and imazalil was 15.2, 2.12, and 2.78, respectively, and the peak efficiency (N) was over 566,825 plates/m. This study provides an alternative way to systematically separate chiral antifungal pesticides with high efficiency.
研究领域:
分析化学
·
农药科学
·
环境科学
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DOI
PubMed
高影响因子
SEPARATION AND PURIFICATION TECHNOLOGY
·
2020
·
IF 5.774
Qi Zhang,Siru Ren,Song Xue
In this short communication, we report the use of a steroid antibiotic, Fusidic Acid (Fus), as a novel chiral selector for enantioseparation in capillary electrophoresis (CE). Fus can be classified into the antibiotic chiral selector family but does not belong to any of the previously reported subfamilies. Factors influencing Fus in CE enantioseparations were systematically investigated including the composition of the background electrolyte (BGE), buffer pH, type and proportion of organic modifier, concentration of Fus, etc. The best separations were obtained with 50 mM phosphate buffer (pH 8.0) containing 60–70 mM Fus and 50% methanol. A preliminary analysis on the separation mechanism showed that Fus is especially suitable for the chiral analytes containing a rigid planar structure. The development of Fus as a novel chiral selector can be considered as a valuable work not only because of its unique enantioselectivity, but also because there are a number of steroids in nature that are structurally similar to Fus. This work indicates that the screening of high-efficient chiral selectors from these steroids is an attractive and promising research area.
研究领域:
分析化学
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药学
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DOI
高影响因子
JOURNAL OF CHROMATOGRAPHY A
·
2019
·
IF 3.858
Jie Liu,Yingxiang Du,Xiaodong Sun,Zijie Feng,Xiaofei Ma,Jingtang Li
In this paper, a chiral selector, N-(4-H-1, 2, 4-triazolium)-lactobionamides (LA-ATM), was synthesized and applied for enantioseparation in capillary electrophoresis (CE) for the first time. Compared with lactobionic acid (LA) separation system, enhanced enantioseparation of five tested drugs was achieved in this modification system. In order to achieve good chiral separation, several parameters such as chiral selector concentration, buffer pH, applied voltage as well as the type and proportion of organic modifier were systematically investigated. Molecular modeling was applied to demonstrate the chiral recognition mechanism of the LA-ATM, which well supported the experimental results. Furthermore, a mathematical equation built up based on the molecular mechanics calculations was used in predicting resolution of tested drugs using LA or LA-ATM mediated CE, the predicted result was well correlated with the experimental result.
研究领域:
分析化学
·
药物化学
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DOI
高影响因子
JOURNAL OF CHROMATOGRAPHY A
·
2024
·
IF 3.8
Qiuyan Zhu,Xin Xu,Jinqiu Xu,Xiaofei Ma
The joint use of deep eutectic solvents (DESs) and cyclodextrins (CDs) has been well demonstrated to have a promoting effect on chiral separation in capillary electrophoresis (CE). These studies focused on constructing synergistic separation systems by adding DESs and CDs to the buffer solution respectively. In this work, for the first time, β-cyclodextrin (β-CD), methyl-β-cyclodextrin (M-β-CD), and hydroxypropyl-β-cyclodextrin (HP-β-CD) were directly used as precursors to prepare several CDs-based deep eutectic supramolecules (DESUPs) by assembling with two organic acids (L-lactic acid and L-malic acid) in different ratios through a simple two-phase mixing. These CDs-based DESUPs were further employed as chiral selectors in CE to separate six racemic chiral drugs. Compared with the unmodified CDs systems, the separations of model drugs in the DESUPs separation systems were significantly improved. We calculated the binding constants of HP-β-CD with enantiomers before and after preparation as DESUPs, and investigated the chiral recognition mechanism of DESUPs chiral selectors using UV spectroscopy and nuclear magnetic resonance method. The enhanced enantioselectivity of CDs-based DESUPs was attributed to several factors. This study has opened up a new path for the exploration of high-performance chiral materials.
研究领域:
分析化学
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药物化学
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DOI
PubMed
高影响因子
JOURNAL OF MEMBRANE SCIENCE
·
2025
·
IF 9
Qibin Chen,Rutong Zhang,Xiaolei Fu,Rong Lei,Lu Li,Yuhuan Nie
Enantioseparation membranes generally suffer from a trade-off between permeability and enantioselectivity. However, the retarded transport membranes have great potential in overcoming this trade-off. The main objective of this work was to fabricate an effective enantioseparation membrane that can conform to the retarded transport mechanism. In this work, a macrocyclic glycopeptide antibiotic, vancomycin, was used as a chiral selector to modify the graphene oxide sheets (GOs), allowing for Van-GOs, and then GO-based membranes (GOMs) were constructed, yielding Van-GOMs. Van-GOMs display a significant increase in enantioselectivity (expressed by the separation factor) and 1-3 orders of magnitude increase in flux relative to traditional enantioseparation membranes; and meanwhile, they exhibit a moderate rise in both flux and enantioselectivity compared to amino acid- and dipeptide-modified GO-based membranes, substantiated by the fact that the separation factor-flux combinations shift to the upper right corner in the upper-bound-like plot. Our findings suggest that the suitable screening of chiral selectors plays a critical role in constructing retarded transport membranes and provides new opportunities for designing high-performance enantioseparation membranes, with a view to implementing the large-scale production of diversely enantiopure compounds.
研究领域:
材料科学
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化学工程
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膜技术
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手性分离
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纳米技术
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DOI
高影响因子
MICROCHEMICAL JOURNAL
·
2024
·
IF 4.9
Yaqin Nan,Pingyi Zheng,Xiaoqian Yuan,Xinyu Xu,Xiao Zhang,Youxin Li
In this study, sulfopropyl ether β-cyclodextrin polymer (SPE-β-CDP) with simple synthesis steps using cheap reagents was large-scalely prepared. Characterization results showed the average sulfonic group substitution in each β-CD molecule was about 7.261, and there were 195.87 μmol/g β-CD units in polymer. It was low viscosity and produced a little effect on column pressure. It was used as chiral selectors first time to add into mobile phase to separate 13 chiral drugs in HPLC. After investigation, results showed buffer pH, chiral additive concentration, organic phase proportion in mobile phase and flow rate could affect chiral separation. High separation ability of SPE-β-CDP was proved through baseline separation of 12 drugs which attributed to the homogeneity of SPE-β-CDP in sulfonic acid group substitution degree and position. The resolutions of salbutamol, bisoprolol, chlorpheniramine, propranolol and metoprolol could be even up to 7.47–19.02, which were significantly better than that of some references. Separations of 4 chiral drugs were even better than that of CE. Compared with monomer, SPE-β-CDP showed better chiral separation ability. SPE-β-CDP could be used in both of C8 and C18 columns. It was stable in batches and showed good recyclability and reusability. These provided a new strategy for chiral separation.
研究领域:
分析化学
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药物化学
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DOI
高影响因子
SEPARATION AND PURIFICATION TECHNOLOGY
·
2021
·
IF 7.312
Qi Zhang,Siru Ren,Ang Li,Jing Zhang,Song Xue,Xiaodong Sun
Ionic liquids (ILs) have proven to be a promising alternative to traditional chiral selectors in chiral capillary electrophoresis (CE). However, the number of IL-type chiral selectors currently available is quite limited and their types of structure are generally restricted to tetraalkylammonium salts. In this work, six tartaric acid (TT)-based ILs (TTILs) were designed containing different cation species, including di-1-butyl-3-methylimidazolium-L-tartrate ([BMIM] 2 -L-TT), di-1-butyl-pyridinium-L-tartrate ([BPY] 2 -L-TT), di-tetrabutylphosphonium-L-tartrate ([TBP] 2 -L-TT), di-choline-L-tartrate ([CHO] 2 -L-TT), di-1-butyl-1-methylpiperidinium-L-tartrate ([BMPIP] 2 -L-TT), and di-1-butyl-1-methylpyrrolidinium-L-tartrate ([BMPYR] 2 -L-TT). These novel IL-type chiral selectors were successfully synthesized and applied to the enantioseparation of ten amino alcohols in CE . Under selected CE conditions (60 mM TTILs, 150 mM boric acid in 80–90% methanol, pH 4.5), [BMPIP] 2 -L-TT showed the best chiral separation performance, followed by [BMPYR] 2 -L-TT and [TBP] 2 -L-TT. Most amino alcohols were resolved with enantioresolutions (Rs) above 4.0. The enantioselectivity demonstrated by [CHO] 2 -L-TT was relatively moderate (Rs ranging from 1.50 to 4.50), but it proved that the suppression of electroosmotic flow (EOF) is not the main contribution of TTILs to chiral CE. The enantioselectivities of [BMIM] 2 -L-TT and [BPY] 2 -L-TT were also shown to be satisfactory but their interference with UV detection is a negative factor in CE application. To the best of the authors’ knowledge, this is the first time that the influence of various achiral cation species of IL-type chiral selectors on CE enantioseparations has been systematically evaluated. Since there has been controversy regarding the true role of chiral ILs in CE enantioseparations, the parallel comparison of these TTILs in this work clearly shows that their cations are able to participate in the enantiorecognition process by introducing steric hindrance effect, rather than merely influencing the EOF in the separation systems.
研究领域:
分析化学
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手性分离科学
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DOI
高影响因子
ANALYTICAL CHEMISTRY
·
2020
·
IF 6.785
Chengyi Xie,Liancheng Gu,Qidi Wu,Lei Li,Chenlu Wang,Jiancheng Yu,Keqi Tang
Chiral analysis is critical to many research fields due to different biological functions of enantiomers in living systems. Although the use of ion mobility spectrometry (IMS) has become an alternative technology in the area of chiral measurements, there is still a lack of a general chiral selector for IMS-based chiral recognition, especially for small chiral molecules. Here, a new method using oligosaccharides as the chiral selector has been developed to discriminate chiral amino acids (AAs) by trapped ion mobility spectrometry-mass spectrometry (TIMS-MS). We analyzed 21 chiral amino acids, including small molecules (e.g., alanine and cysteine). Our data showed that the use of nonreducing tetrasaccharides was effective for the separation of chiral AAs, which differentiated 21 chiral AAs without using metal ions. By further incorporating a copper ion, the separation resolution could be improved to 1.64 on average, which accounts for an additional 52% improvement on top of the already achieved separation in metal-free analysis. These results indicate that the use of tetrasaccharides is an effective strategy for the separation of AA enantiomers by TIMS. The method developed in this study may open up a new strategy for effective IMS-based chiral analysis.
研究领域:
分析化学
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质谱
·
手性
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生物化学
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产品关联
DOI
PubMed
高影响因子
ANALYTICAL CHEMISTRY
·
2021
·
IF 6.986
Yuling Li,Bowen Zhou,Keke Wang,Jing Zhang,Wenjian Sun,Li Zhang,Yinlong Guo
Stereospecific recognition of amino acids (AAs) plays a crucial role in chiral biomarker-based diagnosis and prognosis. Separation of AA enantiomers is a long and tedious task due to the requirement of AA derivatization prior to the chromatographic or electrophoretic steps which are also time-consuming. Here, a mass-tagged chiral selector named [d0]/[d5]-estradiol-3-benzoate-17β-chloroformate ([d0]/[d5]-17β-EBC) with high reactivity and good enantiomeric resolution in regard to AAs was developed. After a quick and easy chemical derivatization step of AAs using 17β-EBC as the single chiral selector before ion mobility–mass spectrometry analysis, good enantiomer separation was achieved for 19 chiral proteinogenic AAs in a single analytical run (∼2 s). A linear calibration curve of enantiomeric excess was also established using [d0]/[d5]-17β-EBC. It was demonstrated to be capable of determining enantiomeric ratios down to 0.5% in the nanomolar range. 17β-EBC was successfully applied to investigate the absolute configuration of AAs among peptide drugs and detect trace levels of d-AAs in complex biological samples. These results indicated that [d0]/[d5]-17β-EBC may contribute to entail a valuable step forward in peptide drug quality control and discovering chiral disease biomarkers.
研究领域:
分析化学
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生物化学
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药学
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医学诊断
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF WUHAN UNIVERSITY OF TECHNOLOGY-MATERIALS SCIENCE EDITION
·
2025
·Vol. 40
·期 4
·967-974
·
IF 1.1
Ma Xing,Fan Hui,Chen Yuanli
Ordered porous silica nanospheres with pores vertical to the walls were prepared by using 1,3,5-trimethyl-benzen (TMB) and hexadecitrile trimethyl ammonium bromide(CTAB) as templates. After removing the templates, porous structures were obtained. The porous silica nanosperes were further modified with amino and amino acid functionalization to obtain L-Glutamic acid-functionalized mesoporous silica nanospheres, which were used as chiral selective agents for amino acid enantioseparation such as PheCOOH, PhgCOOH, and TrpCOOH enantiomers. The experimental results show that the functionalized nanospheres have good adsorption selectivity for D-PheCOOH and L-PhgCOOH, especially showing high adsorption selectivity for the L-TrpCOOH enantiomers compared with L-PheCOOH and D-PhgCOOH and D-TrpCOOH enantiomers.
研究领域:
材料科学
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纳米技术
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分析化学
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分离科学
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产品关联
DOI
高影响因子
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS
·
2019
·
IF 2.983
Xinqi Zhu,Cheng Chen,Jiaquan Chen,Guangfu Xu,Yingxiang Du,Xiaofei Ma,Xiaodong Sun,Zijie Feng,Zhifeng Huang
In this study, a carboxymethylated-β-cyclodextrin-based chiral ionic liquid (CIL), tetramethylammonium-carboxymethylated-β-cyclodextrin (TMA-CM-β-CD) was successfully designed and synthesized. This cyclodextrin-based ionic liquids (ILs) was used as the sole chiral selector in capillary electrophoresis, and it is very interesting to find that the chiral separation capability can be remarkably improved when a conventional cyclodextrin chiral selector evolved into an IL chiral selector. The ionic liquid showed satisfactory separation performance towards twelve tested drugs. A series of parameters affecting the enantioseparation, such as the type and proportion of organic modifier, buffer pH, chiral selector concentration, as well as applied voltage were systematically investigated. Additionally, the molecular docking program Autodock was applied to further demonstrate the mechanism of chiral recognition and the enhanced enantioselectivity of TMA-CM-β-CD, which kept in agreement with our experimental results.
研究领域:
分析化学
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药学
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材料科学
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DOI
PubMed
高影响因子
Separation Science Plus
·
2019
·Vol. 2
·期 5
·178-185
·
IF 0
Zhifeng Huang,Yingxiang Du,Xiaoqi Li,Xiaodong Sun,Zijie Feng,Xiaofei Ma
Transfersomes, a special kind of phospholipid vesicles with higher deformability and flexibility, were applied as coating material to prepare a transfersomes-coated capillary column. A capillary electrochromatography enantioseparation system based on the new transfersomes-coated column with carboxymethyl-β-cyclodextrin added to the running buffer as a chiral selector was established for the first time. Compared with a bare column, three basic drugs achieved baseline separation with better resolution (3.17 for Propranolol, 2.38 for Metoprolol, 2.34 for Esmolol) in this transfersomes-electrochromatography system. Several important parameters including concentration of chiral selector, buffer pH and applied voltage were systematically investigated to provide the optimal separation condition. This study constructed a flexible and efficient enantioseparation electrochromatography system with a small amount of transfersomes, and showed that transfersomes as the stationary phase could efficiently improve chiral separation effect.
研究领域:
分析化学
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药学
·
色谱学
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产品关联
DOI
危险品化学品经营许可证（带存储）