Smart chiral magnetic nanoparticles for highly efficient enantioseparation of tryptophan enantiomers

Zhu, Han-Yan; Song, Xiao-Dong; Yang, Xiaorong; Cheng, Chang-Jing; Yu, Hai-Rong; Zhang, Huaihao

doi:10.1007/s10853-018-3072-z

Cited by 17 publications

(19 citation statements)

References 53 publications

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“…Additionally, a novel enantioselective sorption method based on Fe 3 O 4 NPs functionalized with three distinct β‐cyclodextrins (β‐CDs) has been developed by Arslan et al 81 The group observed that the new CD‐grafted Fe 3 O 4 NPs greatly improve their ability to enantioseparate a collection of chiral carboxylic acid molecules. Chiral core/shell structured MNPs have most recently been manufactured using poly( N ‐isopropylacrylamide‐co‐glycidyl methacrylate)‐β‐cyclodextrin (PNG‐CD) to form smart polymer brushes (shell) on Fe 3 O 4 MNPs (core) coated with polydopamine 92 . The smart NPs (Fe 3 O 4 @PDA@PNG‐CD) demonstrated excellent magnetic interpretability where the β‐CD units behaved effectively as the chiral selector to selectively recognize and attach the desired enantiomer that forms complexes of host–guest inclusion.…”

Section: Enantiomeric Recognition By Chiral Nanoparticlesmentioning

confidence: 99%

Application of nanoparticles in chiral analysis and chiral separation

et al. 2021

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Chiral molecules in relation to particular biological roles are stereoselective. Enantiomers differ significantly in their biochemical responses in biological environment. Despite the current advancement in drug discovery and pharmaceutical biotechnology, the chiral separation of some racemic mixtures continues to be one of the greatest challenges, because the available techniques are too costly and time consuming for the assessment of therapeutic drugs in the early stages of development worldwide. Various nanoparticles became one of the most investigated and explored nanotechnology‐derived nanostructures especially in chirality where several studies are reported to improve enantiomeric separation of different racemic mixtures. The production of surface‐modified nanoparticles has contributed to these limitations in terms of sensitivity, accuracy, and enantioselectivity that can be optimized and therefore makes these surface‐modified nanoparticles convenient for enantiomeric identification and separation.

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Section: Enantiomeric Recognition By Chiral Nanoparticlesmentioning

confidence: 99%

Application of nanoparticles in chiral analysis and chiral separation

et al. 2021

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“…Chiral MNPs based on BSA and Fe 3 O 4 NPs have been used recently to separate chiral drugs (ibuprofen and ofloxacin) [93] and amino acids (Figure 8) [66]. Most recently, chiral core/shell structured MNPs were fabricated by using poly( N -isopropylacrylamide-co-glycidyl methacrylate)-β-cyclodextrin (PNG-CD) to form smart polymer brushes (shell) onto polydopamine coated Fe 3 O 4 MNPs (core) [136]. The smart NPs (Fe 3 O 4 @PDA@PNG-CD), fabricated in this work, showed excellent magnetic separability where the β-CD units acted efficiently as the chiral selector to selectively recognize and bind the desired enantiomer forming host–guest inclusion complexes.…”

Section: Enantiomeric Separation By Chiral Nanoparticlesmentioning

confidence: 99%

Enantiomeric Recognition and Separation by Chiral Nanoparticles

et al. 2019

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Chiral molecules are stereoselective with regard to specific biological functions. Enantiomers differ considerably in their physiological reactions with the human body. Safeguarding the quality and safety of drugs requires an efficient analytical platform by which to selectively probe chiral compounds to ensure the extraction of single enantiomers. Asymmetric synthesis is a mature approach to the production of single enantiomers; however, it is poorly suited to mass production and allows for only specific enantioselective reactions. Furthermore, it is too expensive and time-consuming for the evaluation of therapeutic drugs in the early stages of development. These limitations have prompted the development of surface-modified nanoparticles using amino acids, chiral organic ligands, or functional groups as chiral selectors applicable to a racemic mixture of chiral molecules. The fact that these combinations can be optimized in terms of sensitivity, specificity, and enantioselectivity makes them ideal for enantiomeric recognition and separation. In chiral resolution, molecules bond selectively to particle surfaces according to homochiral interactions, whereupon an enantiopure compound is extracted from the solution through a simple filtration process. In this review article, we discuss the fabrication of chiral nanoparticles and look at the ways their distinctive surface properties have been adopted in enantiomeric recognition and separation.

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“…reaching 100 % under optimal conditions. [82,85,86] This is achieved through the formation of microenvironments within the thermally responsive polymer branches, in conjunction with the possibility to repeat the separation steps multiple times. However, this effective separation was achieved with only tryptophan, in all cases, as the chiral compound, which was noted previously to have shown high separation effectiveness with cyclodextrin in simpler systems (ie.…”

Section: Magnetic Materials For Enantioseparationmentioning

confidence: 99%

Cyclodextrin‐Functionalised Nanomaterials for Enantiomeric Recognition

Hobbs

Řezanka

2020

ChemPlusChem

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which are glucose-based cyclic oligosaccharides, are materials that can act inherently as chiral selectors, with many reports of the application of cyclodextrins in enantioseparation. However, many studies have encountered the problem of insufficient enantioselective performance of the chiral selector. One of the main reasons is due to low surface concertation's, whereby interaction between the chiral selector and analyte usually occurs at a surface. Thus, scientists have been trying for the last two decades to overcome this problem, with the incorporation of nanomaterials being promising as they possess a large surface area which allows for the accommodation of a higher concentration of the chiral selectors. Herein, we outline nanomaterial-cyclodextrin conjugates that work in tandem to achieve or enhance enantioselectivity through various methods such as chromatography, adsorption, and removal using magnetic nanoparticles, or enantiorecognition using electrochemical techniques.

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Smart chiral magnetic nanoparticles for highly efficient enantioseparation of tryptophan enantiomers

Cited by 17 publications

References 53 publications

Application of nanoparticles in chiral analysis and chiral separation

Application of nanoparticles in chiral analysis and chiral separation

Enantiomeric Recognition and Separation by Chiral Nanoparticles

Cyclodextrin‐Functionalised Nanomaterials for Enantiomeric Recognition

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