Highly Reliable Chiral Discrimination of Tryptophan Enantiomers through Two Different Modes: Electrochemistry and Temperature

Jing, Pengjing; Wen, Tai; Li, Junyao; Cai, Wenrong; Yang, Biwei; Kong, Yong

doi:10.1021/acs.analchem.3c00669

Cited by 8 publications

(5 citation statements)

References 38 publications

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“…Synthesizing chiral nanomaterials is typically more complex than nonchiral nanomaterials. Precise control of synthesis conditions, such as temperature, pH, and solvent type, is required to produce nanostructures with specific chirality. Additionally, the synthesis process may require the use of specific chiral inducers or templates, further increasing the difficulty of the synthesis.…”

Section: Challengesmentioning

confidence: 99%

Potential Application Prospects of Biomolecule-Modified Two-Dimensional Chiral Nanomaterials in Biomedicine

Zhao,

Chen,

Cheng

et al. 2024

ACS Biomater. Sci. Eng.

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Chirality, one of the most fundamental properties of natural molecules, plays a significant role in biochemical reactions. Nanomaterials with chiral characteristics have superior properties, such as catalytic properties, optoelectronic properties, and photothermal properties, which have significant potential for specific applications in nanomedicine. Biomolecular modifications such as nucleic acids, peptides, proteins, and polysaccharides are sources of chirality for nanomaterials with great potential for application in addition to intrinsic chirality, artificial macromolecules, and metals. Two-dimensional (2D) nanomaterials, as opposed to other dimensions, due to proper surface area, extensive modification sites, drug loading potential, and simplicity of preparation, are prepared and utilized in diagnostic applications, drug delivery research, and tumor therapy. Current advanced studies on 2D chiral nanomaterials for biomedicine are focused on novel chiral development, structural control, and materials sustainability applications. However, despite the advances in biomedical research, chiral 2D nanomaterials still confront challenges such as the difficulty of synthesis, quality control, batch preparation, chiral stability, and chiral recognition and selectivity. This review aims to provide a comprehensive overview of the origins, synthesis, applications, and challenges of 2D chiral nanomaterials with biomolecules as cargo and chiral modifications and highlight their potential roles in biomedicine.

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Section: Challengesmentioning

confidence: 99%

Potential Application Prospects of Biomolecule-Modified Two-Dimensional Chiral Nanomaterials in Biomedicine

Zhao,

Chen,

Cheng

et al. 2024

ACS Biomater. Sci. Eng.

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show abstract

“…Among the developed strategies for the discrimination of the Trp enantiomers, electrochemical sensors are especially attractive since they can convert the architectural variation events into discernible differences in electrochemical behaviors. [12][13][14] The past few years have witnessed the development of various chiral materials such as helicoid AuNPs, 15 pillar [5] arenes, 16 helical polymers, 17 chiral ionic liquids 18 and chiral metal-organic frameworks (CMOFs) 19 for chiral discrimination. In particular, the CMOF is a kind of important MOF, which can be synthesized through the self-assembly of metal ions, polydentate ligands and chiral sources.…”

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

A chiral metal–organic framework/cyclodextrin sensing interface for the chiral discrimination of tryptophan enantiomers

Huang,

Li,

Cai

et al. 2024

Analyst

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“…Chiral chemosensors represent an advanced analytical strategy wherein a chiral host exhibits selective binding toward one guest enantiomer over its counterpart. , Nowadays, various sensing strategies for enantiomers have been developed, including encompassing colorimetry, , fluorescence, ,− electrochemistry, − and so on. Among all available strategies, temperature sensing has begun to emerge as a promising approach of chiral analysis due to its numerous advantages, including fast response, high reproducibility, and minimal background signal. , The conventional response principle of chiral sensors based on the photothermal effect involves the enantioselective adsorption of target molecules on photothermal materials, resulting in differential changes in their photothermal conversion properties. − Nevertheless, altering the inherent photothermal properties of photothermal materials through the chemical interactions of target molecules is challenging, and this adsorption process cannot avoid nonspecific physical adsorption . Consequently, chiral sensors based on the photothermal effect usually exhibit poor enantioselectivity and low sensitivity, which significantly limit the application of photothermal technology in chiral recognition.…”

Section: Introductionmentioning

confidence: 99%

Hydrogen Bonding-Induced Aggregation of Chiral Functionalized AuNS@Ag NPs for Photothermal Enantioanalysis

Zhang,

Liu,

Chen

et al. 2024

Anal. Chem.

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Toward the challenges of signaling transduction amplified in enantioselective recognition, we herein devised an innovative strategy for highly selective recognition of amino acids and their derivatives, leveraging photothermal effects. In this approach, bifunctional L-ascorbic acid is employed to reduce silver ions in situ on Au nanostars. Simultaneously, its oxidate (Ldehydroascorbic acid) is bonded to the silver shell as a chiral selector to prepare chiral nanoparticles (C-AuNS@Ag NPs) with the ability to recognize stereoisomers and sensitively modulate the photothermal effect. L-Dehydroascorbic acid can selectively capture one of the enantiomers of the two forms through hydrogen bonding and drive aggregation of the nanoparticles, which sharply enhances the photothermal effect. Consequently, the two forms of the system exhibit a significant temperature difference, which enables the discrimination and quantification of enantiomers. Our strategy verifies that six chiral amino acids and their derivatives can be discriminated with enantioselective response values of up to 79. Additionally, the chiral recognition mechanism was revealed through density functional theory (DFT) calculations, providing a paradigm shift in the development of enantiomeric recognition strategies.

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Highly Reliable Chiral Discrimination of Tryptophan Enantiomers through Two Different Modes: Electrochemistry and Temperature

Cited by 8 publications

References 38 publications

Potential Application Prospects of Biomolecule-Modified Two-Dimensional Chiral Nanomaterials in Biomedicine

Potential Application Prospects of Biomolecule-Modified Two-Dimensional Chiral Nanomaterials in Biomedicine

A chiral metal–organic framework/cyclodextrin sensing interface for the chiral discrimination of tryptophan enantiomers

Hydrogen Bonding-Induced Aggregation of Chiral Functionalized AuNS@Ag NPs for Photothermal Enantioanalysis

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