Chiral galactose responsive S-phenethylamine calix [4] arene-based sensing surface

Zhang, Xujie; Yang, Yugui; Gu, Yulin; Zhang, Jin; Cheng, Jian; Wang, Junhua; Sun, Kunpeng; Li, Haibing

doi:10.1016/j.snb.2019.126662

Cited by 12 publications

(5 citation statements)

References 34 publications

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“…Chiral magnetic microspheres Mandelic acid [110] 𝛽-Cyclodextrin Electrochemical chiral sensor Tyrosine enantiomer [111] 𝛽-Cyclodextrin Electrochemical chiral sensor Histidine enantiomer [112] 𝛽-Cyclodextrin Electrochemical sensors Tryptophan [113] 𝛽-Cyclodextrin Fluorescent probe Ibuprofen [114] 𝛽-Cyclodextrin Electrochemical sensors Tartaric acid [115] 𝛽-Cyclodextrin Chiral selectors Chiral amines [116] 𝛽-Cyclodextrin Nanochannel membrane Naproxen [82] Calix [4] arene QCM sensors 1-phenylethylamine [117] Calix [4] arene Chemosensor Galactose [118] Calix [4] arene Chiral stationary phase Amino acid [119] Figure 4. a) Schematic diagram of the device structure and sensing mechanism of a COFET with a self-assembled monolayer of SH-𝛽-CD.…”

Section: 𝛽-Cyclodextrinmentioning

confidence: 99%

Chiral Materials: Progress, Applications, and Prospects

Niu

Zhao

Yan

et al. 2023

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Chirality is a universal phenomenon in molecular and biological systems, denoting an asymmetric configurational property where an object cannot be superimposed onto its mirror image by any kind of translation or rotation, which is ubiquitous on the scale from neutrinos to spiral galaxies. Chirality plays a very important role in the life system. Many biological molecules in the life body show chirality, such as the “codebook” of the earth's biological diversity‐DNA, nucleic acid, etc. Intriguingly, living organisms hierarchically consist of homochiral building blocks, for example, l‐amino acids and d‐sugars with unknown reason. When molecules with chirality interact with these chiral factors, only one conformation favors the positive development of life, that is, the chiral host environment can only selectively interact with chiral molecules of one of the conformations. The differences in chiral interactions are often manifested by chiral recognition, mutual matching, and interactions with chiral molecules, which means that the stereoselectivity of chiral molecules can produce changes in pharmacodynamics and pathology. Here, the latest investigations are summarized including the construction and applications of chiral materials based on natural small molecules as chiral source, natural biomacromolecules as chiral sources, and the material synthesized by design as a chiral source.

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Section: 𝛽-Cyclodextrinmentioning

confidence: 99%

Chiral Materials: Progress, Applications, and Prospects

Niu

Zhao

Yan

et al. 2023

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“…The high specificity and specificity of the molecular recognition of pathways in living organisms have inspired scientists to construct functional artificial channel membranes by imitating biological channels and have attracted wide attention. − Compared with biological channels, biomimetic artificial channel membranes have stable physical properties and easy surface modification, providing a new idea for designing and developing various biomimetic nanochannels. − To achieve the selective enrichment and release of chiral biocide enantiomers, we constructed chiral-selective artificial nanocorticoid membranes modeled after biological system membrane channels. Among them, the chiral pillar[n]arene host molecules can realize the specific recognition and corresponding chiral antipodes, which provides a new idea for constructing the bionic recognition system. − Therefore; we propose to introduce a new strategy based on the host–guest interaction of chiral aromatic hydrocarbons into the nanochannel to construct the corresponding artificial chiral channel system, which can provide a novel and effective method for the enrichment and release of propranolol (PPL).…”

Section: Introductionmentioning

confidence: 99%

Enantioselective Separation of Agricultural Fungicides Based on Chiral Hybrid Nanochannel Membranes

Xu,

Li,

et al. 2024

Chem. Mater.

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Chiral fungicides have been widely used for disease control in agricultural cultivation due to their advantages of high efficiency, low toxicity, high selectivity, and low residue. However, the enantiomers of chiral fungicides in the chiral environment often exhibit different physiological and biochemical properties and sometimes even diametrically opposite effects. This work modified the chiral alanine-functionalized pillar[5]arene within PET nanochannels. The binary hybridized nanochannel exhibits high selectivity for the chiral fungicide Propranolol, with a selectivity coefficient of 7.36, which is seven times higher than that of the LAP[5] nanochannel membrane. The mechanism of chiral selectivity was explored by COMSOL finite element simulation, which proves the high selectivity of the binary hybrid nanochannel originated from the high surface charge density of the nanochannel. This study provides a novel and effective method for the selective enrichment and release of chiral pesticides in green agriculture.

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“…For instance, L-amino acids are the vital building blocks of proteins, while free D-amino acids are considered as biomarkers for diseases [9][10][11]. To this end, numerous artificial chiral devices, exemplified as electroanalytical and colorimetric sensors, were developed to exhibit different responses toward chiral AAs enantiomers in an aqueous solution [12][13][14][15][16][17]. Among them, fluorescence imaging helped to visualize precise information and location and function of target molecules with high sensitivity, which had been most widely used in living organisms [18][19][20].…”

Section: Introductionmentioning

confidence: 99%

Enantioselective Labeling of Zebrafish for D-Phenylalanine Based on Graphene-Based Nanoplatform

Zhu

et al. 2023

Molecules

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Enantioselective labeling of important bioactive molecules in complex biological environments by artificial receptors has drawn great interest. From both the slight difference of enantiomers’ physicochemical properties and inherently complexity in living organism point of view, it is still a contemporary challenge for preparing practical chiral device that could be employed in the model animal due to diverse biological interference. Herein, we introduce γ-cyclodextrin onto graphene oxide for fabricating γ-cyclodextrin and graphene oxide assemblies, which provided an efficient nanoplatform for chiral labelling of D-phenylalanine with higher chiral discrimination ratio of KD/KL = 8.21. Significantly, the chiral fluorescence quenching effect of this γ-CD-GO nanoplatform for D-phenylalanine enantiomer in zebrafish was 7.0-fold higher than L-isomer, which exhibiting real promise for producing practical enantio-differentiating graphene-based systems in a complex biological sample.

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Chiral galactose responsive S-phenethylamine calix [4] arene-based sensing surface

Cited by 12 publications

References 34 publications

Chiral Materials: Progress, Applications, and Prospects

Chiral Materials: Progress, Applications, and Prospects

Enantioselective Separation of Agricultural Fungicides Based on Chiral Hybrid Nanochannel Membranes

Enantioselective Labeling of Zebrafish for D-Phenylalanine Based on Graphene-Based Nanoplatform

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