NDLI: β-Cyclodextrin-modified silver nanoparticles as colorimetric probes for the direct visual enantioselective recognition of aromatic α-amino acids

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β-Cyclodextrin-modified silver nanoparticles as colorimetric probes for the direct visual enantioselective recognition of aromatic α-amino acids

Content Provider	Royal Society of Chemistry (RSC)
Author	Liu, Cunwei Lian, Jinyu Xu, Chunli Liu, Qiang Li, Baoxin
Copyright Year	2016
Abstract	Efficient enantiomer discrimination by a convenient method remains a challenge in biochemical and pharmaceutical fields. Herein we have modified silver nanoparticles (AgNPs) with β-cyclodextrin (β-CD) to obtain a probe for the chiral recognition of aromatic α-amino acids. This assay relies on the distance-dependent optical properties of AgNPs and the difference in inclusion binding strength between the aromatic amino acid enantiomers and the β-CD host. The response of β-CD functionalized-AgNPs to certain chiral aromatic amino acid enantiomers namely D- and L-phenylalanine (Phe), D- and L-tryptophan (Trp), and D- and L-tyrosine (Tyr) in phosphate buffer solutions was studied in detail. In the presence of D-Phe (or L-Trp or L-Tyr), an appreciable yellow-to-red color change of the AgNP solution can be observed, whereas no color change is found in the presence of L-Phe (or D-Trp or D-Tyr). This method can be used to quantitatively determine the percentage of D-Phe in a mixture of D- and L-Phe. The chiral assay described in this work is easily readout with the naked eye or using a cheap UV-vis spectrometer. This method excels by its simplicity, low cost, and good availability of materials.
Starting Page	5794
Ending Page	5800
Page Count	7
File Format	HTM / HTML PDF
ISSN	17599660
Volume Number	8
Issue Number	29
Journal	Analytical Methods
DOI	10.1039/c6ay01308b
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Tyrosine Phenylalanine Carboxylic acid Enantiomer Chirality Phosphate Tryptophan Spectrometer
Content Type	Text
Resource Type	Article
Subject	Analytical Chemistry Engineering Chemical Engineering

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β-Cyclodextrin-modified silver nanoparticles as colorimetric probes for the direct visual enantioselective recognition of aromatic α-amino acids

Colorimetric chiral discrimination and determination of enantiometric excess of D/L-tryptophan using silver nanoparticles

Enantiomeric differentiation of aromatic amino acids using traveling wave ion mobility-mass spectrometry

Synthesis of Aminocyclodextrin Carboxylic Acids

Enantioselective Recognition of Chiral Carboxylic Acids by a β-Amino Acid and 1,10-Phenanthroline Based Chiral Fluorescent Sensor

Editorial: Aromatic Amino Acid Metabolism

Expedient Synthesis of threo-β-Hydroxy-α-amino Acid Derivatives: Phenylalanine, Tyrosine, Histidine, and Tryptophan

Enantioselective Recognition of Aliphatic Amino Acids by β‐Cyclodextrin Derivatives Bearing Aromatic Organoselenium Moieties on the Primary or Secondary Side

Study of Interaction Between Tryptophan, Tyrosine, and Phenylalanine Separately with Silver Nanoparticles by Fluorescence Quenching Method

β-Cyclodextrin-modified silver nanoparticles as colorimetric probes for the direct visual enantioselective recognition of aromatic α-amino acids

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β-Cyclodextrin-modified silver nanoparticles as colorimetric probes for the direct visual enantioselective recognition of aromatic α-amino acids