Graphene quantum dots/β-cyclodextrin nanocomposites: A novel electrochemical chiral interface for tryptophan isomer recognition

Ou, Jie; Zhu, Yuhang; Kong, Yong; Ma, Jianfeng

doi:10.1016/j.elecom.2015.08.005

Cited by 84 publications

(36 citation statements)

References 13 publications

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“…As shown in Figure 1C, for pure N-CDs, the absorption peak at 1393 cm −1 is assigned to C–H bending vibrations, and the absorption peaks at 3054 cm −1 and 1574 cm −1 are attributed to the stretching vibrations and bending vibrations of N–H bond, respectively [24]. For pure β-CD, the characteristic peaks at 1028 cm −1 and 1158 cm −1 are attributed to the stretching vibration of C–O–C bond, and two peaks at 2922 cm −1 and 3308 cm −1 are assigned to the stretching vibrations of C–H and O–H bonds, respectively [17]. All characteristic peaks of N-CDs and β-CD are still observed in the spectra of N-CDs/β-CD nanocomposites, suggesting the successful attachment of β-CD to N-CDs.…”

Section: Resultsmentioning

confidence: 99%

“…All characteristic peaks of N-CDs and β-CD are still observed in the spectra of N-CDs/β-CD nanocomposites, suggesting the successful attachment of β-CD to N-CDs. It is noteworthy that the stretching vibrations of N–H bond of N-CDs (1574 cm −1 ) and O–H bond of β-CD (3308 cm −1 ) are shifted to 1580 cm −1 and 3355 cm −1 at N-CDs/β-CD nanocomposites, respectively, which is ascribed to the hydrogen bonding between the amino groups of N-CDs and the hydroxyl groups of β-CD [17]. Moreover, N-CDs/β-CD nanocomposites exhibit broader absorption in high wavenumber range from 3000 cm −1 and 3750 cm −1 , reconfirming the formation of hydrogen bonds between N-CDs and β-CD.…”

Section: Resultsmentioning

confidence: 99%

“…As can be seen, a pair of well-defined reversible redox peaks belonging to redox couple [Fe(CN) 6 ] 3− / 4− exhibits at bare GCE. After the electrodeposition of β-CD on the surface of GCE, two peak currents decrease slightly due to the inferior conductivity of β-CD [17]. Electrodeposition of N-CDs on GCE surface dramatically decreases two peak currents and obviously increases the peak potential difference, because N-CDs can efficiently hinder the electron transfer and partially block the diffusion of [Fe(CN) 6 ] 3− / 4− to electrode surface [30].…”

Section: Resultsmentioning

confidence: 99%

“…Due to the favorability of intermolecular hydrogen bonding formation between secondary hydroxyl groups of β-CD and amino groups of l -Trp compared to those of d -Trp, β-CD exhibits a higher affinity for l -Trp than d -Trp [15]. Recently, Kong’s group have reported the electrochemical recognition of Trp isomers by using β-CD or copper-modified β-CD [15,16,17], proving the possibility of β-CD-based electrochemical enantioselective recognition.…”

Section: Introductionmentioning

confidence: 99%

“…Yu et al prepared a multi-walled carbon nanotube–chitosan composite for the chiral recognition of Trp enantiomers [21]. Kong’s group verified the possibility of graphene quantum dots-based Trp enantiomers recognition [17,22]. Since reduced graphene oxide, multi-walled carbon nanotube and graphene quantum dots all belong to the family of carbon nanomaterials, these reports suggest the feasibility of N-CDs-based electrochemical enantioselective recognition of Trp enantiomers.…”

Section: Introductionmentioning

confidence: 99%

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Novel N-Doped Carbon Dots/β-Cyclodextrin Nanocomposites for Enantioselective Recognition of Tryptophan Enantiomers

Xiao¹,

Lu²,

Huang³

et al. 2016

Sensors

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Based on N-doped carbon dots/β-cyclodextrin nanocomposites modified glassy carbon electrodes (N-CDs/β-CD/GCE), an effective electrochemical sensor for enantioselective recognition of tryptophan (Trp) enantiomers was developed by differential pulse voltammograms (DPVs). Fluorescent N-CDs were synthesized through a hydrothermal method and characterized by spectroscopic approaches. The N-CDs/β-CD nanocomposites were efficiently electrodeposited on the surface of GCE through C–N bond formation between N-CDs and electrode. The obtained N-CDs/β-CD/GCE was characterized by multispectroscopic and electrochemical methods. Such N-CDs/β-CD/GCE generated a significantly lower Ip and more negative Ep in the presence of l-Trp in DPVs, which was used for the enantioselective recognition of Trp enantiomers. The N-CDs/β-CD nanocomposites showed different binding constants for tryptophan enantiomers, and they further selectively bonded with l-Trp to form inclusion complexes. This N-CDs/β-CD/GCE combined advantages of N-CDs with strong C–N binding ability and β-CD with specific recognition of Trp enantiomers to fabricate a novel sensing platform for enantioselective recognition of Trp enantiomers. This strategy provided the possibility of using a nanostructured sensor to discriminate the chiral molecules in bio-electroanalytical applications.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Novel N-Doped Carbon Dots/β-Cyclodextrin Nanocomposites for Enantioselective Recognition of Tryptophan Enantiomers

Xiao¹,

Lu²,

Huang³

et al. 2016

Sensors

View full text Add to dashboard Cite

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Chiral Graphene Hybrid Materials: Structures, Properties, and Chiral Applications

et al. 2021

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Chirality has become an important research subject. The research areas associated with chirality are under substantial development. Meanwhile, graphene is a rapidly growing star material and has hard‐wired into diverse disciplines. Rational combination of graphene and chirality undoubtedly creates unprecedented functional materials and may also lead to great findings. This hypothesis has been clearly justified by the sizable number of studies. Unfortunately, there has not been any previous review paper summarizing the scattered studies and advancements on this topic so far. This overview paper attempts to review the progress made in chiral materials developed from graphene and their derivatives, with the hope of providing a systemic knowledge about the construction of chiral graphenes and chiral applications thereof. Recently emerging directions, existing challenges, and future perspectives are also presented. It is hoped this paper will arouse more interest and promote further faster progress in these significant research areas.

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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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Graphene quantum dots/β-cyclodextrin nanocomposites: A novel electrochemical chiral interface for tryptophan isomer recognition

Cited by 84 publications

References 13 publications

Novel N-Doped Carbon Dots/β-Cyclodextrin Nanocomposites for Enantioselective Recognition of Tryptophan Enantiomers

Novel N-Doped Carbon Dots/β-Cyclodextrin Nanocomposites for Enantioselective Recognition of Tryptophan Enantiomers

Chiral Graphene Hybrid Materials: Structures, Properties, and Chiral Applications

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

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