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| 1 | Enantioseparation by HPLC Using an Inorganic Chiral Mesoporous Silica with Highly-ordered Structure显示文摘Highly-ordered inorganic chiral mesoporous silica(HOCMS)has attracted substantial interest in recent decades.High performance liquid chromatography(HPLC)is the most important approach for the separation of enantiomers and herein reported an HPLC chiral stationary phase composed of HOCMS.The column was fabricated by conventional high pressure slurry packing.Eighteen racemates,including alcohols,ketones,amines,aldehydes and organic acids,were resolved on the column.Good chiral separations of hydrobenzoin,metoprolol,propranolol hydrochloride,4-methyl-2-pentanol,omeprazole,2,2′-furoin and ketoprofen were obtained.The relative standard devi-ations for five replicate separations of racemates were 0.1%–0.16%for retention time and 1.73%–2.64%for peak areas.The results suggest that HOCMS is a promising candidate for preparation of chiral stationary phases for HPLC. | PENG Bo FU Shiguo LI Yanxia ZHANG Junhui XIE Shengming LI Li LYU Yun DU AN Aihong CHEN Xuexian YUAN Liming | 2019 | Chemical Research in Chinese Universities2019，35，6： | 1 |
| 2 | Optimization separation of five phosphoamidothioate enantiomers using a series of silica and chiral column by high-performance liquid chromatography显示文摘A computer-assisted method is described for optimization of multi-component,mobile phase selection for separation of five phosphoamidothioate enantiomers with a series of silica and chiral columns in normal phase HPLC.The method is based on the triangular solvent selection concept using a statistical scanning method.The optimization of the separation over the experimental region is based on a special polynomial estimation from seven experimental runs,and resolution (Rs) is used as the selection criterion.Excellent agreement was obtained between predicted and experimental data. | 高如瑜 杨华铮 黄君珉 王琴孙 | 1998 | Chinese Journal of Chemistry1998，16，2： | 1 |
| 3 | In-situ and one-step preparation of protein film in capillary column for open tubular capillary electrochromatography enantioseparation显示文摘In this wo rk,the phase-transitioned BSA(PTB)film using the mild and fast fabrication process adhered to the capillary inner wall uniformly,and the fabricated PTB film-coated capillary column was applied to realize open tubular capillary electrochromatography(OT-CEC)enantioseparation.The enantioseparation ability of PTB film-coated capillary was evaluated with eight pairs of chiral analytes including drugs and neurotransmitters,all achieving good resolution and symmetrical peak shape.For three consecutive runs,the relative standard deviations(RSD)of migration time for intra-day,inter-day,and column-tocolumn repeatability were in the range of 0.3%-3.5%,0.2%-4.9%and 2.1%-7.7%,respectively.Moreover,the PTB film-coated capillary column ran continuously over 300 times with high separation efficiency.Therefore,the coating method based on BSA self-assembly supramolecular film can be extended to the preparation of other proteinaceous capillary columns. | Ling Li Xuqi Xue Huige Zhang Wenjuan Lv Shengda Qi Hongying Du Anne Manyande Hongli Chen | 2021 | Chinese Chemical Letters2021，32，7： | 1 |
| 4 | A β-cyclodextrin covalent organic framework used as a chiral stationary phase for chiral separation in gas chromatography显示文摘Chiral covalent organic frameworks(CCOFs) featuring chirality, stability, and good porosity have attracted a considerable amount of attention due to their important applications, such as asymmetric catalysis, chiral separation, and chiral recognition. In this study, a β-cyclodextrin(β-CD) covalent organic framework(β-CD-COF) diluted with polysiloxane OV-1701 was explored as a novel chiral stationary phase(CSP) for gas chromatography(GC) separation of racemates. The β-CD-COF coated capillary column had excellent selectivity, not only for the separation of linear alkanes, linear alcohols, fatty acid methyl esters mixture, the Grob mixture and positional isomers, but also for the resolution of chiral compounds, including chiral alcohols, aldehydes, ethers, and amino acid derivatives. In addition, the β-CD-COF-coated capillary column presented good repeatability and reproducibility. This work indicated the great potential of the CCOFs coated capillary column for the chromatographic separation of enantiomers. | Bo Tang Wei Wang Huipeng Hou Yiquan Liu Zongkun Liu Lina Geng Liquan Sun Aiqin Luo | 2022 | Chinese Chemical Letters2022，33，2： | 1 |
| 5 | Determination of Enantiomeric Purity of ν-Pyrrolidinyl Phenylpropanol by Capillary Electrophoresis Using β-Cyclodextrin Polymer as Chiral Selector显示文摘Enantiomer of (-pyrrolidinyl phenylpropanol was studied by capillary electrophoresis using (-cyclodextrin polymer as chiral selector. We determined the enantiomeric excess value of (-pyrrolidinyl phenylpropanol with RSD 0.48%. | Tong WU1, Xin ZHOU2, Jia Hua CHEN2 , Jun Ling GU1*, Ruo Nong FU1 1College of Chemical Engineering and Material Science Beijing Institute of Technology, Beijing 100081 2Bioorgnic Molecule Engineering Education Department Opening Laboratory Peiking Univer | 2001 | Chinese Chemical Letters2001，12，4： | 0 |
| 6 | MIL-53-based homochiral metal-organic framework as a stationary phase for open-tubular capillary electrochromatography显示文摘Homochiral metal-organic frameworks(MOFs)have attracted considerable attention in many fields of research,such as chiral catalysis and chiral chromatography.However,only few homochiral MOFs can be effectively used in capillary electrochromatography(CEC)and their performances are far from adequate.In this study,we successfully synthesized achiral nanocrystalline MIL-53.A facile post-synthetic modification strategy was then implemented to functionalize the product,yielding a homochiral MOF:L-His-NH-MIL-53.This MOF was then employed as a chiral coating in open-tubular CEC mode(OT-CEC),and,as such,it exhibited high enantioselectivities for several racemic drugs.The homochiral MOF and the fabricated capillary coating were systematically characterized using transmission electron microscopy,scanning electron microscopy(with energy-dispersive X-ray spectrometry),Fourier-transform infrared spectroscopy,X-ray diffractometry,thermogravimetric analysis,circular dichroism spectroscopy,Brunauer-Emmett-Teller surface area measurements,and X-ray photoelectron spectroscopy.This study is expected to provide a new strategy for the design and establishment of MOF-based chiral OT-CEC systems. | Xiaodong Sun Bing Niu Qi Zhang Qin Chen | 2022 | Journal of Pharmaceutical Analysis2022，12，3： | 0 |
| 7 | Enantioseparation of 3-chlorophenylglycine enantiomers using Mandyphos-Pd as chiral extractant显示文摘Chiral extractant plays a key role in chiral extraction,and considerable efforts have been undertaken for the development of new and efficient chiral extractants in recent years.This work demonstrated for the first time that chiral ferrocenyl diphosphine ligand(Mandyphos-Pd)had considerable ability to enantioseparate 3-Chlorophenylglycine enantiomers with separation factor(α)of 2.64.Mandyphos-Pd concentration and pH had significant influences on enantioselectivity,while operating temperature showed less influence.The extraction experiments can be performed at room temperature(20℃)which had the advantage of energy saving.After optimization,the highest performance factor(pf,0.08376)was obtained at the condition of pH 7.8 and Mandyphos-Pd concentration 1.2 mmol·L^(-1).According to the experimental results,the possible recognition mechanism was discussed. | Xiong Liu Shuhuan Chen Yu Ma Wenjie Xiao | 2021 | Chinese Journal of Chemical Engineering2021，34，5： | 0 |
| 8 | A quasi-dual-chiral-channel specific enantioseparation material显示文摘Researchers engrossed in enantioseparation keep seeking for versatile chiral separation selectors.This work proposes a concept of quasi-dual-chiral-channel(QDCC)enantioseparation platform,where the surface sequentially grafted quinine(QN)and functional cyclodextrin(CD)can imitate two independent chiral channels without mutual interference to achieve wide spectrum chiral resolution.Chiral separation results combined with molecular docking simulation indicates that the different interaction mode of QN and functional CD layer renders QDCC the wide separation capability.This work provides a valuable insight into the rational design of versatile enantioseparation materials. | Xinling Lu Yuan Li Jitong Yang Yong Wang | 2023 | Chinese Chemical Letters2023，34，12： | 0 |
| 9 | A chiral metal-organic framework{(HQA)(ZnCl_(2))(2.5H_(2)O)}n for the enantioseparation of chiral amino acids and drugs显示文摘Chiral metal-organic frameworks(CMOFs)with enantiomeric subunits have been employed in chiral chemistry.In this study,a CMOF formed from 6-methoxyl-(8S,9R)-cinchonan-9-ol-3-carboxylic acid(HQA)and ZnCl_(2),{(HQA)(ZnCl_(2))(2.5H_(2)O)}n,was constructed as a chiral stationary phase(CSP)via an in situ fabrication approach and used for chiral amino acid and drug analyses for the first time.The{(HQA)(ZnCl_(2))(2.5H_(2)O)}n nanocrystal and the corresponding chiral stationary phase were systematically characterised using a series of analytical techniques including scanning electron microscopy,X-ray diffraction,Fourier transform infrared spectroscopy,circular dichroism,X-ray photoelectron spectroscopy,thermogravimetric analysis,and Brunauer-Emmett-Teller surface area measurements.In opentubular capillary electrochromatography(CEC),the novel chiral column exhibited strong and broad enantioselectivity toward a variety of chiral analytes,including 19 racemic dansyl amino acids and several model chiral drugs(both acidic and basic).The chiral CEC conditions were optimised,and the enantioseparation mechanisms are discussed.This study not only introduces a new high-efficiency member of the MOF-type CSP family but also demonstrates the potential of improving the enantioselectivities of traditional chiral recognition reagents by fully using the inherent characteristics of porous organic frameworks. | Xiangtai Zheng Qi Zhang Qianjie Ma Xinyu Li Liang Zhao Xiaodong Sun | 2023 | Journal of Pharmaceutical Analysis2023，13，4： | 0 |
| 10 | Simultaneous enantioseparation and simulation studies of atenolol,metoprolol and propranolol on Chiralpak^■IG column using supercritical fluid chromatography显示文摘Enantioseparation of threeβ-blockers,i.e.,atenolol,metoprolol and propranolol,was studied on amylose tris(3-chloro-5-methylphenylcarbamate)immobilized chiral stationary phase using supercritical fluid chromatography(SFC).The effect of organic modifiers(methanol,isopropanol and their mixture),column temperature and back pressure on chiral separation ofβ-blockers was evaluated.Optimum chromatographic separation with respect to resolution,retention,and analysis time was achieved using a mixture of CO_(2) and 0.1%isopropyl amine in isopropanol:methanol(50:50,V/V),in 75:25(V/V)ratio.Under the optimized conditions,the resolution factors(Rs)and separation factors(a)were greater than3.0 and 1.5,respectively.Further,with increase in temperature(25-45℃)and pressure(100-150 bars)there was corresponding decrease in retention factors(k),a and Rs.However,a reverse trend(a and Rs)was observed for atenolol with increase in temperature.The thermodynamic data from van’t Hoff plots revealed that the enantioseparation was enthalpy driven for metoprolol and propranolol while entropy driven for atenolol.To understand the mechanism of chiral recognition and the elution behavior of the enantiomers,molecular docking studies were performed.The binding energies obtained from simulation studies were in good agreement with the elution order found experimentally and also with the free energy values.The method was validated in the concentration range of 0.5-10μg/m L for all the enantiomers.The limit of detection and limit of quantitation ranged from 0.126 to 0.137μg/m L and 0.376-0.414μg/m L,respectively.The method was used successfully to analyze these drugs in pharmaceutical preparations. | Pranav A.Pandya Priyanka A.Shah Pranav S.Shrivastav | 2021 | Journal of Pharmaceutical Analysis2021，11，6： | 0 |
| 11 | Enantioseparation of some Racemic Compounds on Cellulose Tris (3,5-dimethylphenylcarbamate) Chiral Stationary Phase显示文摘Seven chiral compounds were resolved on cellulose tris (3,5-dimethylphenylcarbamate) chiral stationary phase (CDMPC-CSP) using n-hexane/alcohol as mobile phase. Solvent strength and structural characteristics of the compounds effecting on the retention and resolution were discussed. Satisfactory separation was obtained. | Xiao Qian HAN Hui Tao LIU Jin Zhang GAO Jing Guo HOU Chong Yang LI Guo Hu ZHAO | 2000 | Chinese Chemical Letters2000，11，8： | 0 |
| 12 | Chiral phenethylamine synergistic tricarboxylic acid modified β-cyclodextrin immobilized on porous silica for enantioseparation显示文摘In this work, a series of chiral phenethylamine synergistic tricarboxylic acid modified β-cyclodextrin bonded stationary phase for high performance liquid chromatography(HPLC) were synthesized via a simple one-pot synthesis approach. Various racemates(aryl alcohols, flavanones, triazoles, benzoin, etc.) were well separated on the tricarboxylic acid modified chiral stationary phases in both normal and reversed modes with good reproducibility and stability, and the influence of mobile phase composition on resolution(R_(s)) were deeply investigated. The RSD values of Rsfor repeatability and column-to-column were below 1.28% and 3.05%, respectively. Hence, the fabrication of tricarboxylic acid modified chiral stationary phase(CSPs) is a new efficient strategy to improve the application of β-cyclodextrin as CSPs in the field of chromatography. | Hui Li Xiaoping Wang Chengxiang Shi Liang Zhao Zuguang Li Hongdeng Qiu | 2023 | Chinese Chemical Letters2023，34，3： | 0 |
| 13 | Symmetry breaking of highly symmetrical nanoclusters for triggering highly optical activity显示文摘Developing new approaches to fulfill the enantioseparation of nanocluster racemates and construct cluster-based nanomaterials with optical activity remains highly desired in cluster science,because it is an essential prerequisite for fundamental research and extensive applications of these nanomaterials.We herein propose a strategy termed“active-site exposing and partly re-protecting”to trigger the symmetry breaking of highly symmetrical nanoclusters and to render cluster crystals optically active.The vertex PPh_(3)of the symmetrical Ag_(29)(SSR)_(12)(PPh_(3))_(4)(SSR=1,3-benzenedithiol)nanocluster was firstly dissociated in the presence of counterions with large steric hindrance,and then the exposed Ag active sites of the obtained Ag_(29)(SSR)_(12)nanocluster were partly re-protected by Ag^(+),yielding an Ag_(29)(SSR)_(12)-Ag_(2)nanocluster with a symmetry-breaking construction.Ag_(29)(SSR)_(12)-Ag_(2)followed a chiral crystallization mode,and its crystal displayed strong optical activity,derived from CD and CPL characterizations.Overall,this work presents a new approach(i.e.,active-site exposing and partly re-protecting)for the symmetry breaking of highly symmetrical nanoclusters,the enantioseparation of nanocluster racemates,and the achievement of highly optical activity. | Xiao Wei Hao Li Honglei Shen Chuanjun Zhou Shuxin Wang Xi Kang Manzhou Zhu | 2024 | Fundamental Research2024，4，1： | 0 |
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