Enantiomeric separation of some chiral analytes using amylose 3,5-dimethylphenylcarbamate covalently immobilized on silica by nano-liquid chromatography and capillary electrochromatography

D’Orazio, Giovanni; Fanali, Chiara; Karchkhadze, M.; Chankvetadze, Bezhan; Fanali, Salvatore

doi:10.1016/j.chroma.2017.09.017

Cited by 20 publications

(9 citation statements)

References 44 publications

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“…Therefore, the comparisons in chiral separation performance between this nano‐ADMPC hybrid sol coated OT column and the amylose based packed or monolithic columns, other types of OT columns, such as cellulose or nanochitosan based OT column, are listed in Supporting Information Tables 6 and 7, respectively. Seen in Supporting Information Tables 6 and 7, the resolution of this nano‐ADMPC hybrid sol coated OT column compared favorably with the amylose based monolithic columns and nanochitosan‐based OT column , and of course, there is still a certain margin with these amylose based packed columns or cellulose based OT column . Although the peak performances of this OT column are not as good as the well‐established packed column or cellulose based OT column, this OT column exhibits the broad‐spectrum separation ability, and various categories of chiral compounds would be separated employing this OT column, such as amino acids, small molecules, drugs.…”

Section: Resultsmentioning

confidence: 94%

Nano‐amylose‐2,3‐bis(3,5‐dimethylphenylcarbamate)‐silica hybrid sol immobilized on open tubular capillary column for capillary electrochromatography enantioseparation

Sun

Shi

et al. 2018

Electrophoresis

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The chiral organic-inorganic hybrid materials can exhibit a high loading, and the chiral selector nanoparticles can create efficient stationary phases for open-tubular capillary electrochromatography (OT-CEC). Hence, a novel protocol for the preparation of an OT column coated with nano-amylose-2,3-bis(3,5-dimethylphenylcarbamate) (nano-ABDMPC)-silica hybrid sol through in situ layer-by-layer self-assembly method was developed for CEC enantioseparation. By controlling the assembly cycle number of nano-ABDMPC-silica hybrid sol, a homogeneous, dense and stable coating was successfully prepared, which was confirmed by SEM and elemental analysis. As the main parameter influencing the chiral separating effect, the nano-ABDMPC bearing 3-(triethoxysilyl)propyl residues concentration was investigated. The experimental results showed that 10.0 mg/mL nano-ABDMPC bearing 3-(triethoxysilyl)propyl residues coated OT capillary column possessed chiral recognition ability toward the six enantiomers (phenylalanine, tyrosine, tryptophan, phenethyl alcohol, 1-phenyl-2-propanol, and Tröger's base) at some of the different conditions tested. Additionally, the coated OT column revealed adequate repeatability concerning run-to-run, day-to-day and column-to-column. These results demonstrated the promising applicability of nano-ABDMPC-silica hybrid sol coated OT column in CEC enantioseparations.

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Section: Resultsmentioning

confidence: 94%

Nano‐amylose‐2,3‐bis(3,5‐dimethylphenylcarbamate)‐silica hybrid sol immobilized on open tubular capillary column for capillary electrochromatography enantioseparation

Sun

Shi

et al. 2018

Electrophoresis

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“…Monolithic material has also been used [17,18]. These CSPs have been largely employed in HPLC [5,19], SFC [11,20], capillary electrochromatography (CEC) [21,22], and nano-LC [23].…”

Section: The Most Used Chiral Stationary Phases For Enantiomers Sementioning

confidence: 99%

Analysis of Enantiomers in Products of Food Interest

et al. 2019

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The separation of enantiomers has been started in the past and continues to be a topic of great interest in various fields of research, mainly because these compounds could be involved in biological processes such as, for example, those related to human health. Great attention has been devoted to studies for the analysis of enantiomers present in food products in order to assess authenticity and safety. The separation of these compounds can be carried out utilizing analytical techniques such as gas chromatography, high-performance liquid chromatography, supercritical fluid chromatography, and other methods. The separation is performed mainly employing chromatographic columns containing particles modified with chiral selectors (CS). Among the CS used, modified polysaccharides, glycopeptide antibiotics, and cyclodextrins are currently applied.

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“…(2) Capillary-to-capillary RSDs: 3.57-6.94% [65] POP, polar organic phase. (2) Resolution factor, 5-13% [82] ( A similar strategy was described in a study in which the authors developed a method to evaluate the purity of S-αethyl-2-oxopyrrolidine acetamide, an antiepileptic drug more commonly known as levetiracetam, in tablets [32]. Although its impurity, the R enantiomer (R-α-ethyl-2-oxopyrrolidineacetamide), is inactive, it may compromise the effectiveness of the drug, so its identification and quantification are of crucial interest.…”

Section: Chiral Separation On Polysaccharide Derivative Coated On Silmentioning

confidence: 99%

“…This restriction, in term of future applications, can be overcome by the development of chemically bonded CSPs. Table 3 reports different published works where the polysaccharide derivatives were immobilized on silica particles [77,78,82] and silica monolithic materials [83][84][85][86]. The first work in CEC mode applying immobilized polysaccharide-based CSPs was presented by Francotte and co-workers [77], who described enantioselective separations performed on capillaries packed with DMPCC immobilized on macroporous silica gel with a nominal diameter of 5 or 7 μm.…”

Section: Chiral Separations Using Polysaccharide Derivative Based Cspmentioning

confidence: 99%

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Enantiomers separation by capillary electrochromatography using polysaccharide‐based stationary phases

Orazio

Asensio-Ramos

Fanali

2018

J of Separation Science

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The separation of chiral compounds is an interesting and important topic of research because these compounds are involved in some biological processes, fundamentally in human health. Among the various application fields where enantiomers are remarkable, drug analysis has to be considered. Most of the drugs contain enantiomers and very often one of the two isomers could be pharmacologically more active or even dangerous. Therefore, the separation of these compounds is very important. Among the different analytical techniques usually employed, capillary electrochromatography has demonstrated great capability in enantiomers resolution. The great potential of this electromigration technique stands mainly in its high efficiency due to the use of an electrosmotic flow (flat flow profile) and on the high selectivity because of the use of a stationary phase. Chiral separation can be obtained utilizing several chiral stationary phases including a polysaccharide derivative. The aim of this review paper is to summarize the main features of capillary electrochromatography and polysaccharide derivatives of chiral stationary phase. It also report examples of practical applications utilizing this approach.

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Enantiomeric separation of some chiral analytes using amylose 3,5-dimethylphenylcarbamate covalently immobilized on silica by nano-liquid chromatography and capillary electrochromatography

Cited by 20 publications

References 44 publications

Nano‐amylose‐2,3‐bis(3,5‐dimethylphenylcarbamate)‐silica hybrid sol immobilized on open tubular capillary column for capillary electrochromatography enantioseparation

Nano‐amylose‐2,3‐bis(3,5‐dimethylphenylcarbamate)‐silica hybrid sol immobilized on open tubular capillary column for capillary electrochromatography enantioseparation

Analysis of Enantiomers in Products of Food Interest

Enantiomers separation by capillary electrochromatography using polysaccharide‐based stationary phases

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