Layer-by-layer self-assembly of gold nanoparticles/thiols β-cyclodextrin coating as the stationary phase for enhanced chiral differentiation in open tubular capillary electrochromatography

Fang, Linlin; Wang, Ping; Wen, Xiaoli; Guo, Xin; Li, Luo; Yu, Jia

doi:10.1016/j.talanta.2017.01.082

Cited by 44 publications

(38 citation statements)

References 21 publications

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“…Prior to prepare OTCEC column, the GNPs were synthesized. The method used for the synthesis of the GNPs was referred to the paper published previously [19].…”

Section: Synthesis Of Gnpsmentioning

confidence: 99%

A novel open‐tubular capillary electrochromatography using carboxymethyl‐β‐cyclodextrin functionalized gold nanoparticles as chiral stationary phase

Zhang

et al. 2019

J of Separation Science

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Enantioselective open tubular capillary electrochromatography with carboxymethyl‐β‐cyclodextrin conjugated gold nanoparticles as stationary phase was developed. This novel open tubular column was fabricated through layer‐by‐layer self‐assembly of gold nanoparticles on a 3‐mercaptopropyl‐trimethoxysilane‐modified fused‐silica capillary and subsequent surface functionalization of the gold nanoparticles through self‐assembly of 6‐mercapto‐β‐cyclodextrin. The 6‐mercapto‐β‐cyclodextrin was firstly synthesized and determined by extensive spectroscopic data. Scanning electron microscopy, energy dispersive X‐ray analysis spectroscopy, and electroosmotic flow experiments were carried out to characterize the prepared open tubular column. Then, the separation effectiveness of the open tubular column was verified by two pairs of ɑ‐tetralones derivatives enantiomers and two pairs of basic drug enantiomers (tramadol hydrochloride and zopiclone) as mode analytes. Factors that influence the enantioseparation were optimized, and under the optimized conditions, satisfactory separation results were obtained for the four enantiomers: compound A, compound B, tramadol hydrochloride, and zopiclone with resolutions of 3.79, 1.56, 1.03, 1.60, respectively. For the combination of gold nanoparticles and negatively charged carboxymethyl‐β‐cyclodextrin, the open tubular column exhibited wider separation range for neutral and basic drugs. Moreover, the repeatability and stability of the column were studied through the run‐to‐run and day‐to‐day investigations.

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“…Prior to prepare OTCEC column, the GNPs were synthesized. The method used for the synthesis of the GNPs was referred to the paper published previously [19].…”

Section: Synthesis Of Gnpsmentioning

confidence: 99%

A novel open‐tubular capillary electrochromatography using carboxymethyl‐β‐cyclodextrin functionalized gold nanoparticles as chiral stationary phase

Zhang

et al. 2019

J of Separation Science

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“…Since GNPs show a great promise to enhance the separation efficiencies of complex samples since nanoparticles possess larger surface‐to‐volume ratio. For the past two decades, GNPs‐modified OT columns have been applied successfully as special stationary phases for OT‐CEC to separate various analytes, such as proteins, peptides, and amino acid [15–20], medicine [21–24], pesticides [25], and other compounds [26,27].…”

Section: Introductionmentioning

confidence: 99%

Preparation of a thiols β‐cyclodextrin/gold nanoparticles‐coated open tubular column for capillary electrochromatography enantioseparations

Fang

Zhao

Wang

et al. 2020

J of Separation Science

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Inspired by the distinct chemical and physical properties of nanoparticles, here a novel open-tubular capillary electrochromatography column was prepared by electrostatic assembly of poly(diallydimethylammonium chloride) onto the inner surface of a fused-silica capillary, followed by self-adsorption of negatively charged SH-β-cyclodextrin/gold nanoparticles. The formation of the SH-β-cyclodextrin/gold nanoparticles coated capillary was confirmed and characterized by scanning electron microscopy and energy dispersive spectrometry. The results of scanning electron microscopy and energy dispersive spectrometry studies indicated that SH-β-cyclodextrin/gold nanoparticles were successfully coated on the inner wall of the capillary column. The performance of the SH-β-cyclodextrin/gold nanoparticles coated capillary was validated by the analysis of six pairs of chiral drugs, namely zopiclone, carvedilol, salbutamol, terbutaline sulfate, phenoxybenzamine hydrochloride, and ibuprofen. Satisfactory enantioseparation results were achieved, confirming the use of gold nanoparticles as the support could enhance the phase ratio of the open-tubular capillary column. Additionally, the stability and reproducibility of the SH-β-cyclodextrin/gold nanoparticles coated capillary column were also investigated. Then, this proposed method was well validated with good linearity (≥0.999), recovery (90.0-93.5%) and repeatability, and was successfully used for enantioseparation of ibuprofen in spiked plasma samples, which indicated the new column's potential usage in biological analysis.

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“…4,5 In the agricultural field, the ineffective configuration of chiral pesticides not only does not have the effect of weeding but also may cause environmental pollution and endanger human health. [13][14][15][16] In CEC, the column is the most critical component. 6,7 Therefore, it is necessary for enantioseparation in the field of pharmaceutical and agricultural science.…”

mentioning

confidence: 99%

“…In recent years, enantioseparations using CEC attract more and more attention because of the short analysis time and low sample and solvent consumption. [13][14][15][16] In CEC, the column is the most critical component. Depending on fabricating techniques, three types of columns have been employed including packed columns, monolithic columns, and OT columns.…”

mentioning

confidence: 99%

“…Meanwhile, the columns exhibited good repeatability and stability for enantioseparation. 14 To prepare a high-performance and stable OT column, it is the crucial to find a suitable material as the stationary phase and immobilize it on the wall of capillary in OT-CEC for entioseparations. 19 Cyclodextrin (CD) and their derivatives (CDs) have been widely used as chiral stationary phases (CSPs), and the researches grow tremendously.…”

mentioning

confidence: 99%

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Preparation and characterization of a new open‐tubular capillary column for enantioseparation by capillary electrochromatography

Tang

Qin

et al. 2019

Chirality

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In order to use the enantioseparation capability of cationic cyclodextrin and to combine the advantages of capillary electrochromatography (CEC) with opentubular (OT) column, in this study, a new OT-CEC, coated with cationic cyclodextrin (1-allylimidazolium-β-cyclodextrin [AI-β-CD]) as chiral stationary phase (CSP), was prepared and applied for enantioseparation. Synthesized AI-β-CD was characterized by infrared (IR) spectrometry and mass spectrometry (MS). The preparation conditions for the AI-β-CD-coated column were optimized with the orthogonal experiment design L 9 (3 4 ). The column prepared was characterized by scanning electron microscopy (SEM) and elemental analysis (EA). The results showed that the thickness of stationary phase in the inner surface of the AI-β-CD-coated columns was about 0.2 to 0.5 μm. The AI-β-CD content in stationary phase based on the EA was approximately 2.77 mmol·m −2 . The AI-β-CD-coated columns could separate all 14 chiral compounds (histidine, lysine, arginine, glutamate, aspartic acid, cysteine, serine, valine, isoleucine, phenylalanine, salbutamol, atenolol, ibuprofen, and napropamide) successfully in the study and exhibit excellent reproducibility and stability. We propose that the column, coated with AI-β-CD, has a great potential for enantioseparation in OT-CEC.

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Layer-by-layer self-assembly of gold nanoparticles/thiols β-cyclodextrin coating as the stationary phase for enhanced chiral differentiation in open tubular capillary electrochromatography

Cited by 44 publications

References 21 publications

A novel open‐tubular capillary electrochromatography using carboxymethyl‐β‐cyclodextrin functionalized gold nanoparticles as chiral stationary phase

A novel open‐tubular capillary electrochromatography using carboxymethyl‐β‐cyclodextrin functionalized gold nanoparticles as chiral stationary phase

Preparation of a thiols β‐cyclodextrin/gold nanoparticles‐coated open tubular column for capillary electrochromatography enantioseparations

Preparation and characterization of a new open‐tubular capillary column for enantioseparation by capillary electrochromatography

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