Enantioseparation of tryptophan and its unnatural derivatives by nano‐LC on CSP‐teicoplanin silica based

D’Orazio, Giovanni; Fanali, Chiara; Gentili, Alessandra; Fanali, Salvatore

doi:10.1002/elps.201800508

Cited by 5 publications

(4 citation statements)

References 28 publications

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“…An essential aspect of the mobile phase composition study is the change of the organic, water, and additive content to enhance specific CSP‐analyte interactions, especially enantioselective ones. In our previous chiral studies, it has been reported that changing the composition of binary mobile ACN/water, MeOH/water [22], and MeOH/ACN [18] had a significant effect on the analytes’ k′ 1 and Rs .…”

Section: Resultsmentioning

confidence: 99%

Enantiomeric analysis of drugs in water samples by using liquid–liquid microextraction and nano‐liquid chromatography

et al. 2023

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The nano‐LC technique is increasingly used for both fast studies on enantiomeric analysis and test beds of novel stationary phases due to the small volumes involved and the short conditioning and analysis times. In this study, the enantioseparation of 10 drugs from different families was carried out by nano‐LC, utilizing silica with immobilized amylose tris(3‐chloro‐5‐methylphenylcarbamate) column. The effect on chiral separation caused by the addition of different salts to the mobile phase was evaluated. To simultaneously separate as many enantiomers as possible, the effect of buffer concentration in the mobile phase was studied, and, to increase the sensitivity, a liquid–liquid microextraction based on the use of isoamyl acetate as sustainable extraction solvent was applied to pre‐concentrate four chiral drugs from tap and environmental waters, achieving satisfactory recoveries (>70%).

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Section: Resultsmentioning

confidence: 99%

Enantiomeric analysis of drugs in water samples by using liquid–liquid microextraction and nano‐liquid chromatography

et al. 2023

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“…In less than 8 min, the MP containing 40 mM ammonium formate at pH 2.5 in ACN/water/acetone (60:30:10, v/v/v) at 520 nl/min attained baseline enantioresolution and excellent peak shape [70].…”

Section: Nano‐lcmentioning

confidence: 99%

“…Glycopeptide antibiotics, like vancomycin or teicoplanin, are used as CS (Table S3) [70][71][72][73][74][75][76]. Because of the synergism between specific interactions (e.g., hydrogen bonding, ionic, dipole-dipole, π-π, and so on) and the inclusion-complexation mechanism, these molecules with several asymmetric centers, charged groups, aromatic rings, phenolic, amide, and sugar substituents have a high capability to recognize different types of enantiomers.…”

Section: Cs Based On Macrocyclic Antibiotics Employing Nano-lcmentioning

confidence: 99%

Enantioseparation/Recognition based on nano techniques/materials

Tarigh

2023

J of Separation Science

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Enantiomers show different behaviors in interaction with the chiral environment. Due to their identical chemical structure and their wide application in various industries, such as agriculture, medicine, pesticide, food, and so forth, their separation is of great importance. Today, the term "nano" is frequently encountered in all fields. Technology and measuring devices are moving towards miniaturization, and the usage of nanomaterials in all sectors is expanding substantially. Given that scientists have recently attempted to apply miniaturized techniques known as nano-liquid chromatography/capillary-liquid chromatography, which were originally accomplished in 1988, as well as the widespread usage of nanomaterials for chiral resolution (back in 1989), this comprehensive study was developed. Searching the terms "nano" and "enantiomer separation" on scientific websites such as Scopus, Google Scholar, and Web of Science yields articles that either use miniaturized instruments or apply nanomaterials as chiral selectors with a variety of chemical and electrochemical detection techniques, which are discussed in this article.

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“…A variety of chiral sensing approaches, including chromatography, − capillary electrophoresis, − and electrochemical − and optical − methods, have been developed for chiral discrimination of Trp enantiomers. Despite their efficacy, these methods usually rely on laborious pretreatments, expensive chiral columns, and lengthy procedures for preparing chiral probes.…”

Section: Introductionmentioning

confidence: 99%

Visual Recognition of Tryptophan Enantiomers Using Chiral Self Assemblies of Quantum Dots

Fahimi-Kashani

Ivrigh

Bigdeli

et al. 2021

ACS Appl. Nano Mater.

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Discrimination of chiral targets is generally achieved with chiral nanomaterials. However, the limited number of intrinsic chiral nanostructures as well as their complex synthesis procedure has led to the production of chirality-induced nanomaterials as alternatives. Chirality can be induced in nanomaterials by either chirality transfer or the formation of chiral assemblies. Using the latter approach, in this work, we have provided chiral supramolecular assemblies of CdTe quantum dots (QDs) from achiral starting materials. CTAB-QD assemblies showed chiroptical activities, and their orange emission in combination with the blue emission of carbon dots was utilized as a ratiometric chiral recognition platform for enantioselective detection of tryptophan (Trp). Entirely distinct fluorescence response patterns were obtained in the presence of L- and D-Trp. While D-Trp suppressed the fluorescence emission of CTAB-QDs, which was also accompanied by a substantial alteration in the emission color from peach to purple, only slight spectral changes were observed in the presence of L-Trp. The distinct response patterns of the ratiometric assay were further manipulated for the construction of a logic gate system mimicking NOT and OR functions. The applicability of the supramolecular chiral assembly toward enantiomeric excess determination of L-Trp in food supplements was also investigated. The acquired wide range color tonalities enable simple visual tracking of D- and L-Trp with a handheld device such as a smartphone.

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Enantioseparation of tryptophan and its unnatural derivatives by nano‐LC on CSP‐teicoplanin silica based

Cited by 5 publications

References 28 publications

Enantiomeric analysis of drugs in water samples by using liquid–liquid microextraction and nano‐liquid chromatography

Enantiomeric analysis of drugs in water samples by using liquid–liquid microextraction and nano‐liquid chromatography

Enantioseparation/Recognition based on nano techniques/materials

Visual Recognition of Tryptophan Enantiomers Using Chiral Self Assemblies of Quantum Dots

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