Understanding of chiral site-dependent enantioselective identification on a plasmon-free semiconductor based SERS substrate

Xu, Jing; Xue, Yuanfei; Jian, Xiaoxia; Zhao, Yue; Dai, Zhonghua; Xu, Jingwen; Gao, Zhida; Ye, Mei; Song, Yan‐Yan

doi:10.1039/d2sc01938h

Cited by 36 publications

(32 citation statements)

References 45 publications

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“…Recently, chiral SERS substrates based on nanoparticles and nanotubes were proposed. 13,14 These chiral SERS substrates showed satisfactory reproducibility. However, their preparation process is complex and time-consuming.…”

Section: Introductionmentioning

confidence: 88%

Fabrication of Chiral Nanostructures through Vibration-Assisted Scratching Combined with Wet Etching for Surface-Enhanced Raman Scattering Substrates

Wang

Yan

Geng

2023

ACS Appl. Nano Mater.

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A fabrication technique is proposed based on tip-based ultrasonic vibration-assisted scratching (UVAS) combined with wet chemical etching. UVAS induced a deeper subsurface damage of the machined nanostructure than the conventional scratching (CS), obtaining a high depth-to-width ratio nanostructure after hydrofluoric acid etching. Furthermore, the tip wear for UVAS was lesser than that for CS owing to the small friction of UVAS. Furthermore, periodic nanograting structures, nanodot arrays, and chiral nanostructures were machined by controlling the UVAS trajectory. Moreover, surface-enhanced Raman scattering (SERS) substrates with nanodot arrays and chiral structures were prepared based on the transferred polydimethylsiloxane (PDMS) model after Au deposition. It was found that a large depth-to-width ratio SERS substrate contributed to a high enhancement of the Raman signal. A maximum enhancement factor of 4.03 × 105 could be obtained on an optimal nanodot array SERS substrate when measuring 10–5 mol/L rhodamine 6G (R6G). The circular dichroism (CD) spectra of the chiral nanostructures were revealed through the finite element method simulation. Moreover, the multipole resonance led to the CD enhancement of the chiral nanostructures. Furthermore, the chiral enantiomers (l- and d-cysteines) were tested with the SERS-active chiral nanostructures, which can be recognized using the chiral SERS substrates directly. Thus, the proposed method showed great potential in chiral applications such as chiral sensing and label-free detection.

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Section: Introductionmentioning

confidence: 88%

Fabrication of Chiral Nanostructures through Vibration-Assisted Scratching Combined with Wet Etching for Surface-Enhanced Raman Scattering Substrates

Wang

Yan

Geng

2023

ACS Appl. Nano Mater.

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“…Two enantiomers of the same drug can differ in pharmacodynamics and pharmacokinetics; one is useful, while the other might even bring severe side effects. , Hence, discriminating chiral molecules with absolute configurations is essential for life-science applications. Amino acids are predominant in natural chiral compounds, and the l -/ d -enantiomers have different effects on organisms. , Therefore, the discrimination and quantification of amino acid enantiomers are favorable solutions for diagnosing and curing diseases. − Cystine plays a critical role in maintaining cellular redox balance by regulating intracellular glutathione synthesis, selected as a representative enantiomer for amino acids and disulfide-containing chiral drugs. However, few studies have been reported on the discrimination of cystine enantiomers. , High-performance liquid chromatography (HPLC) techniques and Raman spectroscopy are used with several common shortcomings, such as a time-consuming pretreatment process and a high-price instrument.…”

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confidence: 99%

Target Recognition-Triggered Peroxidase-Mimicking Activity Depression in Homochiral Nanochannels for Identifying Cystine Enantiomers

Guo

Zhao

et al. 2023

Anal. Chem.

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Enantioselective identification of chiral molecules is of paramount importance in medical science, biochemistry, and pharmaceutics owing to the configuration-dependent activities of enantiomers. However, the identical physicochemical properties of enantiomers remain challenging in chiral sensing. In this study, inspired by the peroxidase-mimicking activity of Fe(III)-based nanomaterials, an enantioselective artificial architecture is constructed on TiO2 nanochannels. Homochiral Ti-based metal–organic frameworks (MOFs) use a 2,2′-bipyridine-5,5′-dicarboxylic acid ligand as the artificial enzyme skeleton, Fe(III) as peroxidase-mimicking centers, and l-tartaric acid (TA) as a chiral recognition selector. Using l-/d-cystine as model enantiomers, the chiral moieties of l-TA on Ti-MOFs allow stereoselective recognition of guest molecules through hydrogen bonds formed between chiral cystine and the host. In a tris(2-carboxyethyl)phosphine hydrochloride-containing environment, the disulfide bonds in cystine molecules are further cleaved, and the HS-tails react with Fe(III) active sites, causing the loss of peroxidase-like performance of nanochannels. Benefitting from the nanochannel architecture’s current–potential (I–V) properties, the selective recognition of cystine enantiomers is directly monitored through the peroxidase-like activity change-induced ionic current signatures. This study provides a new and universal strategy for distinguishing disulfide- and thiol-containing chiral molecules.

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“…Chirality is a basic and universal feature in nature, and thus, chiral analysis is of significant importance for the living world. − Compared with capillary electrophoresis, HPLC, circular dichroism (CD), fluorometry, and surface-enhanced Raman spectroscopy (SERS), electrochemical chiral discrimination is especially attractive due to its ease of operation, inexpensive instrumentation, and high sensitivity. − …”

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confidence: 99%

Chiral Metal–Organic Framework with Temperature-Dependent Homochirality for Chiral Discrimination

Liu

Cai

et al. 2023

Anal. Chem.

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Chiral metal−organic frameworks (CMOFs) have attracted considerable attention in chiral discrimination and separation. In this work, a simple CMOF is synthesized through a facile one-pot method by using Zn(II), tetra(4-carboxyphenyl)porphyrin (TCPP), and D-phenylalanine methyl ester (D-Phe-OMe) as metal ion, organic ligand, and chiral source, respectively. Interestingly, the CMOFs synthesized at different temperatures (25 and 160 °C) display quite different morphologies and diametrically opposite chirality due to the different interaction modes between TCPP and D-Phe-OMe at 25 and 160 °C. Next, the CMOFs synthesized at 25 and 160 °C are utilized for the chiral discrimination of the isomers of tryptophan (Trp), resulting in exactly the reverse effect. The developed CMOF-based chiral sensors also exhibit excellent reproducibility, suggesting their great potential for chiral analysis.

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Understanding of chiral site-dependent enantioselective identification on a plasmon-free semiconductor based SERS substrate

Abstract: Chiral differentiation is an important topic in diverse fields ranging from pharmaceutics to chiral synthesis. Improvement of sensitivity and elucidation of mechanism of chiral recognition are still the two main...

Cited by 36 publications

References 45 publications

Fabrication of Chiral Nanostructures through Vibration-Assisted Scratching Combined with Wet Etching for Surface-Enhanced Raman Scattering Substrates

Fabrication of Chiral Nanostructures through Vibration-Assisted Scratching Combined with Wet Etching for Surface-Enhanced Raman Scattering Substrates

Target Recognition-Triggered Peroxidase-Mimicking Activity Depression in Homochiral Nanochannels for Identifying Cystine Enantiomers

Chiral Metal–Organic Framework with Temperature-Dependent Homochirality for Chiral Discrimination

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