Preparation of graphene oxide-modified affinity capillary monoliths based on three types of amino donor for chiral separation and proteolysis

Hong, Tingting; Chen, Xueping; Xu, Yujing; Cui, Xiaoqin; Bai, Ruihan; Can, Jin; Li, Ruijun; Ji, Yibing

doi:10.1016/j.chroma.2016.06.025

Cited by 51 publications

(18 citation statements)

References 42 publications

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“…Hong et al developed a novel GO‐modified affinity capillary monoliths by employing human serum albumin (HSA) or pepsin as chiral selector. Amino acid enantiomers were chosen as the model analytes and the resolution (Rs) and separation factor ( α ≈1.2) are used to evaluate the chiral separation capability . Meng et al fabricated graphene‐based chiral membranes and the enantioseparation performance toward 3, 4‐Dihydroxy‐ D or l ‐phenylalanine were studied.…”

Section: Figurementioning

confidence: 69%

β‐Cyclodextrin Functionalized Nanoporous Graphene Oxides for Efficient Resolution of Asparagine Enantiomers

Qie

Guo

et al. 2018

Chemistry An Asian Journal

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Efficient resolution of racemic mixture has long been an attractive but challenging subject since Pasteur separated tartrate enantiomers in 19 century. Graphene oxide (GO) could be flexibly functionalized by using a variety of chiral host molecules and therefore, was expected to show excellent enantioselective resolution performance. However, this combination with efficient enantioselective resolution capability has been scarcely demonstrated. Here, nanoporous graphene oxides were produced and then covalently functionalized by using a chiral host material-β-cyclodextrin (β-CD). This chiral GO displayed enantioselective affinity toward the l-enantiomers of amino acids. In particular, >99 % of l-asparagine (Asn) was captured in a racemic solution of Asn while the adsorption of d-enantiomer was not observed. This remarkable resolution performance was subsequently modelled by using an attach-pull-release dynamic method. We expect this preliminary concept could be expanded to other chiral host molecules and be employed to current membrane separation technologies and finally show practical use for many other racemates.

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Section: Figurementioning

confidence: 69%

β‐Cyclodextrin Functionalized Nanoporous Graphene Oxides for Efficient Resolution of Asparagine Enantiomers

Qie

Guo

et al. 2018

Chemistry An Asian Journal

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“…By nonlinear regression of the Michaelis-Menten diagrams, the Km was determined to be 2.70 ± 0.29 mmol/L, which indicated that the immobilized lipase possessed a higher affinity for p-NPA compared with the free one (4.65 ± 1.23 mmol/L). That may be attributed to the fact that the long spacer arm molecule is introduced in the reaction process, which can reduce the steric hindrance between the enzyme molecules, thereby increasing the mutual contact between the enzyme molecule and the substrate, which is beneficial to the activity of the enzyme molecule [31].…”

Section: Kinetics Study Of Immobilized Lipase Microreactor and Free Ementioning

confidence: 99%

Rapid on‐line system for preliminary screening of lipase inhibitors from natural products by integrating capillary electrophoresis with immobilized enzyme microreactor

Tang

Wang

et al. 2020

J of Separation Science

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An on‐line system for preliminary screening lipase inhibitors from natural products with an immobilized lipase microreactor coupled to capillary electrophoresis was established. In this research, the lipase was anchored on the amino activated capillary inner wall using glutaraldehyde as a homobifunctional linker through Schiff base reaction. The immobilized lipase activity was evaluated by measuring the peak area of the hydrolyzate of p‐nitrophenyl acetate. In order to maintain the enzymatic activity of immobilized lipase, the acetonitrile content and the pH of the reaction solution were also optimized. Under the optimized reaction conditions, the Michaelis–Menten constant of the immobilized lipase and the half maximal inhibitory concentration for orlistat were studied, which were consistent with previous literature data. Furthermore, the developed method was applied to screen lipase inhibition activity from ten natural products. As a result, we found that six natural products have inhibitory effect on the activity of lipase, among which the inhibitory effect of Rhizoma atractylodis extract has never been reported before.

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“…In nature, chiral recognition principles are fundamentally relevant to enzymes, plasma proteins, receptors and so on. Several studies reports on the preparation of protein‐based polymer monoliths for chromatographic enantioseparation using different monomers, porogen, and polymerization protocols . In one of these reports, poly(GMA‐ co ‐EDMA) monoliths have been used extensively for post modification approaches due to the presence of reactive epoxy groups susceptible to reaction with various nucleophiles (Table ).…”

Section: Monolithic Stationary Phasesmentioning

confidence: 99%

An insight into chiral monolithic stationary phases for enantioselective high‐performance liquid chromatography applications

Fouad

Ibrahim

Adly

et al. 2019

J of Separation Science

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In this review, three main classes of chiral monolithic stationary phases, namely silica-, organic polymer-, and hybrid-based monolithic stationary phases, are covered. Their preparations, applications, and advantages compared with the conventionalpacked and open-tubular capillary columns are discussed. A detailed description of the different types and techniques used for the introduction of chiral selectors into the monolithic matrices such as immobilization, functionalization, coating, encapsulation, and bonding. Special emphasis is given to the recent developments of chiral selectors in HPLC monolithic stationary phases during the past 18 years.

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Preparation of graphene oxide-modified affinity capillary monoliths based on three types of amino donor for chiral separation and proteolysis

Cited by 51 publications

References 42 publications

β‐Cyclodextrin Functionalized Nanoporous Graphene Oxides for Efficient Resolution of Asparagine Enantiomers

β‐Cyclodextrin Functionalized Nanoporous Graphene Oxides for Efficient Resolution of Asparagine Enantiomers

Rapid on‐line system for preliminary screening of lipase inhibitors from natural products by integrating capillary electrophoresis with immobilized enzyme microreactor

An insight into chiral monolithic stationary phases for enantioselective high‐performance liquid chromatography applications

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