Preparation and enantiomer separation characteristics of chitosan/β-cyclodextrin composite membranes

Wang, Haidong; Chu, Liang‐Yin; Song, Hang; Yang, Jianping; Xie, Rui; Yang, Mei

doi:10.1016/j.memsci.2007.03.055

Cited by 77 publications

(29 citation statements)

References 30 publications

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“…Polymers containing incorporated chiral selectors, such as beta-cyclodextrin [87][88][89][90], crown ether derivatives [91], bovine serum albumin [92], apoenzymes [93], antibodies [94], DNA [36,[94][95][96], and terpenes [97] were used to obtain membranes functionalized with immobilized chiral selectors. Different methods can be used for chiral selector immobilization on surface, in pores, or in bulk configuration on base membranes, including impregnation, covalent grafting, or esterification [26].…”

Section: Introductionmentioning

confidence: 99%

Chiral Separation in Preparative Scale: A Brief Overview of Membranes as Tools for Enantiomeric Separation

2017

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Given the importance of chirality in the biological response, regulators, industries and researchers require chiral compounds in their enantiomeric pure form. Therefore, the approach to separate enantiomers in preparative scale needs to be fast, easy to operate, low cost and allow obtaining the enantiomers at high level of optical purity. A variety of methodologies to separate enantiomers in preparative scale is described, but most of them are expensive or with restricted applicability. However, the use of membranes have been pointed out as a promising methodology for scale-up enantiomeric separation due to the low energy consumption, continuous operability, variety of materials and supports, simplicity, eco-friendly and the possibility to be integrated into other separation processes. Different types of membranes (solid and liquid) have been developed and may provide applicability in multi-milligram and industrial scales. In this brief overview, the different types and chemical nature of membranes are described, showing their advantages and drawbacks. Recent applications of enantiomeric separations of pharmaceuticals, amines and amino acids were reported.

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Section: Introductionmentioning

confidence: 99%

Chiral Separation in Preparative Scale: A Brief Overview of Membranes as Tools for Enantiomeric Separation

2017

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“…As a kind of biocompatible polysaccharide, chitosan (CS) exhibits excellent chiral selectivity attributed to the existence of a large quantity of chiral sites [10], and it has been widely adopted as chiral stationary phase for chromatographic techniques [11][12][13][14]. As far as we know, little or no attention has been paid to the use of CS for electrochemical recognition of chiral compounds due to the dielectric and insulating features of CS.…”

Section: Introductionmentioning

confidence: 99%

Electrochemical enantiorecognition of tryptophan enantiomers based on graphene quantum dots–chitosan composite film

Tao

Xue

et al. 2015

Electrochemistry Communications

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“…The complexation and transport of racemic mixtures with chiral receptors has been pointed out as a smooth method for enantiomeric resolution, because it requires low concentrations of the receptor, which can be recovered at the end of the process. 17 In the literature, various types of chiral receptors bearing cyclodextrins (CDs), [18][19][20] tartaric acid derivatives, 21 crown ethers, [22][23][24] chiral complexes of transition metals, 25 carriers with porphyrin or sapphyrin rings, 26 macrocyclic pseudopeptides, 27 chiral phosphoric acids esters, 28,29 guanidine derivatives of sterols, 30,31 or cinchonidine, 32 have been reported on the chiral separation of amino acids. Although many calixarene derivatives have been synthesized as membrane carriers for anions, 33 cations, 34,35 and neutral molecules, [36][37][38] only a few investigations 39 have been reported for chiral guests.…”

Section: Introductionmentioning

confidence: 99%

Chiral calix[4]arenes bearing amino alcohol functionality as membrane carriers for transport of chiral amino acid methylesters and mandelic acid

2011

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Novel chiral calix[4]arene derivatives bearing amino alcohol moieties at the lower rim have been synthesized from the reaction of p-tert-butylcalix[4]arene diester with various amino alcohols. The transport of amino acid esters (phenylglycine, phenylalanine, and tryptophan methyl esters hydrochloride) and mandelic acid were studied through chloroform bulk liquid membrane system using chiral calix[4]arenes 15-20. All these receptors have been found to act as carriers for transport of aromatic amino acid methylesters and mandelic acid from the aqueous source phase to the aqueous receiving phase. The influence of calixarene and guest structures upon transport through liquid membrane is discussed.

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Preparation and enantiomer separation characteristics of chitosan/β-cyclodextrin composite membranes

Cited by 77 publications

References 30 publications

Chiral Separation in Preparative Scale: A Brief Overview of Membranes as Tools for Enantiomeric Separation

Chiral Separation in Preparative Scale: A Brief Overview of Membranes as Tools for Enantiomeric Separation

Electrochemical enantiorecognition of tryptophan enantiomers based on graphene quantum dots–chitosan composite film

Chiral calix[4]arenes bearing amino alcohol functionality as membrane carriers for transport of chiral amino acid methylesters and mandelic acid

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