ANALYTICAL CHEMISTRY
·
2018
·
IF 6.042
Lili Guo,Baozhu Yang,Datong Wu,Yongxin Tao,Yong Kong
Molecular self-assemblies offer a promising strategy for the synthesis of advanced materials for the construction of novel chiral sensing systems, and latest innovations on such self-assemblies are focused on simple building blocks in biology such as nucleic acids, lipids, and peptides. Herein, the self-assemblies of diphenylalanine (FF) and oxalic acid (OA) were prepared as the chiral sensing device for the recognition of tryptophan (Trp) isomers. Interestingly, the self-assemblies composed of OA and FF with different charging states (neutral, positively charged, and negatively charged) exhibited quite different morphologies, resulting in significantly different chiral recognition ability toward the Trp isomers. Also, in this work, the temperature sensitivity and chiral selectivity of the proposed FF-OA self-assemblies were also studied. From a practical point of view, the FF-OA self-assemblies were finally applied for the determination of precise levels of d-Trp in the racemic mixture of Trp isomers.
研究领域:
生物化学
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材料科学
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分析化学
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PubMed
高影响因子
SENSORS AND ACTUATORS B-CHEMICAL
·
2015
·
IF 4.097
Guoxin Song,Chunli Xu,Baoxin Li
We report a method for visual differentiation between the l - and d -forms of mandelic acid (MA). It is based on the chirality of l -tartaric acid-capped gold nanoparticles ( l -TA-capped AuNPs, ca. 13 nm in diameter) that can be used as chiral selector for l - and d -forms of MA. On addition of l -MA to a solution of the l -TA-capped AuNPs, a color change from red to blue can be seen, while no color change is found on addition of d -MA. The chiral assay can be used to determine the enantiomeric excess of l -MA in the range from −100% to 100%. The effect can be detected with bare eyes and quantified by spectrophotometry. Notably, this method does not require the complicated chiral modification. The method excels by its sensitivity, low cost, good availability of materials, and its simplicity.
研究领域:
分析化学
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纳米科学
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DOI
高影响因子
GOLD BULLETIN
·
2020
·Vol. 53
·期 3
·159-165
·
IF 1.706
Wang Yanwei,Zhou Xiaojuan,Liu Qiang,Jin Yan,Xu Chunli,Li Baoxin
In this work, we proposed one simple and effective chiral-sensing method for the discrimination of carnitine enantiomers. The gold nanorods (AuNRs) were used as colorimetric probes to recognize carnitine enantiomers in this method. l -Carnitine can induce rapidly the blue-to-gray change of AuNR solution color, whereas d -carnitine cannot induce the obvious change of the color. Based on this distinct difference of color, a visual method for recognition of carnitine enantiomers was suggested. This method has been applied to detect the enantiometric excess of l -carnitine in the range of − 100~100%. The presented chiral measurement can be performed with a simple ultraviolet-visible spectrometer and even the naked eyes. In this method, AuNRs need no modification with chiral molecule, and the chiral recognition is based on the inherent chirality of AuNRs. This new method opens up possibility for fast and easy assay of carnitine enantiomers.
Graphical abstract
研究领域:
分析化学
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生物化学
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纳米技术
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DOI
高影响因子
ANALYTICAL CHEMISTRY
·
2017
·
IF 6.32
Yongxin Tao,Xiaogang Gu,Baozhu Yang,Linhong Deng,Liping Bao,Yong Kong,Fuqiang Chu,Yong Qin
Construction of convenient systems for isomer discrimination is of great importance for medical and life sciences. Here, we report a simple and effective chiral sensing device based on a highly ordered self-assembly framework. Cu2+-modified β-cyclodextrin (Cu-β-CD) was self-assembled to the ammonia-ethanol cotreated chitosan (ae-CS), and the highly ordered framework was gradually formed during the “re-growth” process of the shrinked ae-CS films. Tryptophan (Trp) isomers were well discriminated with the highly ordered framework by electrochemical approach. This study is the first example showing how an ordered structure influences chiral recognition.
研究领域:
生物化学
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分析化学
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材料科学
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DOI
PubMed
高影响因子
ANALYST
·
2013
·Vol. 138
·期 7
·2051-2056
·
IF 3.969
Qian Han,Yonghua Wang,Yihan Huang,Liju Guo,Yingzi Fu
A chiral interface has been designed for specific recognition of carboxylic acids using multilayer architectures of β-cyclodextrin (β-CD) and methylene blue/reduce-graphene (MB@rGO) on glassy carbon electrodes. The advantages of β-CD as a chiral selector and MB@rGO composite as an electrochemical indicator were perfectly presented in this novel interface. It displayed good redox signal for sensing chiral target with high sensitivity and conductivity. Enormous signal differences were obtained after adsorption of target L isomer, due to strong blocking of the electron transfer process of methylene blue. Meanwhile mandelic acid was found to be the best chiral guest and obtained more effective chiral recognition.
研究领域:
分析化学
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电化学
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DOI
PubMed
高影响因子
Scientific Reports
·
2018
·Vol. 8
·期 1
·1-9
·
IF 4.122
Wang Yanwei,Zhou Xiaojuan,Xu Chunli,Jin Yan,Li Baoxin
Chirality plays a key role in modern science and technology. Here, we report a simple and effective sensing platform for visual chiral recognition of enantiomers. In this sensing platform, gold nanorods (AuNRs) prepared through a common synthesis route are used as colorimetric probes for visual recognition of glutamine (Gln) enantiomers. D-Gln could rapidly induce the aggregation of AuNRs, thereby resulting in appreciable blue-to-gray color change of AuNRs solution; however, L-Gln could not induce color change of AuNRs. This distinct color change can be easily distinguished by the naked eyes; as a result, a visual method of chiral recognition was suggested. The method was applied to determine the enantiometric excess of D-Gln through the whole range of −100% ~ 100%. The chiral assay can be performed with a simple UV-vis spectrometer or the naked eyes. Notably, the AuNRs do not need any chiral labeling or modification, and the chiral recognition is based on the inherent chirality of AuNRs. This chiral assay method is simple, sensitive, cheap and easy to operate. This study is the first example using AuNRs for direct visual recognition of enantiomers, and will open new opportunity to construct more chiral recognition methods for some important compounds.
研究领域:
分析化学
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纳米科技
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生物化学
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DOI
PubMed
高影响因子
ANALYTICAL CHEMISTRY
·
2017
·
IF 6.32
Yin Yu,Yongxin Tao,Baozhu Yang,Datong Wu,Yong Qin,Yong Kong
A quinine (QN)-based chiral sensing platform with alterable enantioselectivity is constructed for electrochemical chiral recognition of tryptophan (Trp) isomers. The electrochemical signals of l- and d-Trp on the QN modified electrode depend closely on temperature, and more particularly are reversed at certain temperatures, which could be attributed to the temperature-sensitive H-bonds and π–π interactions between QN and the Trp isomers. The mechanisms of the reverse chiral recognition are investigated by density functional theory (DFT), variable-temperature UV spectra, and variable-temperature 1H NMR spectra. In addition, the chiral recognition is highly specific to the isomers of Trp compared with other chiral amino acids. This study is the first example showing how temperature influences the reverse recognition of electrochemical chiral interfaces.
研究领域:
生物化学
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分析化学
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产品关联
DOI
PubMed
高影响因子
ANALYTICAL AND BIOANALYTICAL CHEMISTRY
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2022
·Vol. 415
·期 18
·4245-4254
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IF 4.478
Zhang Jing-Jing,Wang Si-Ying,Dai Hai-Tao,Li Hai-Chao,Wang Yong
Chiral recognition is an emerging field of modern chemical analysis, and the development of health-related fields depends on the production of enantiomers. Cellulose is a kind of natural polymer material with certain chiral recognition ability. Limited by the chiral recognition ability of natural cellulose itself, more cellulose derivatives have been gradually developed for chiral recognition and separation. Based on the difference in action between cellulose derivatives and enantiomers, this work synthesized cellulose-tris(4-methylphenylcarbamate) (CMPC) chiral recognition mediators and a CMPC-functionalized extended-gate organic field effect transistor (EG-OFET) was constructed for the first time. Three chiral molecules were selected as model analytes to evaluate the enantiomeric recognition ability of the platform, including threonine (Thr), 2-chloromandelic acid (CA), and 1,2-diphenylethylenediamine (DPEA). The detection limit for 1,2-diphenylethylenediamine (DPEA) is down to 10 −13 M. Through the amplification effect of the EG-OFET platform, the difference in the interaction between CMPC and three chiral molecules with different structures is converted into a current signal output. At the same time, the enantiomer discrimination mechanism of CMPC was further studied by means of spectroscopy and nuclear magnetic resonance. Graphical abstract
研究领域:
分析化学
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材料科学
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生物医学工程
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产品关联
DOI
PubMed
高影响因子
MOLECULES
·
2019
·Vol. 24
·期 24
·4508
·
IF 3.06
Jing Wang,Xu Xu,Hao Chen,Shuai-Shuai Zhang,Yin-Xian Peng
Au nanoparticles (NPs) were prepared by UV light irradiation of a mixed solution of HAuCl4and sodium deoxycholate (NaDC) under alkaline condition, in which NaDC served as both reducing agent and capping agent. The reaction was monitored by circular dichroism (CD) spectra, and it was found that the formed gold NPs could catalyze the oxidation of NaDC. A CD signal at ~283 nm in the UV region was observed for the oxidation product of NaDC. The intensity of the CD signal of the oxidation product was enhanced gradually with the reaction time. Electrospray ionization (ESI) mass spectra and nuclear magnetic resonance (NMR) spectra were carried out to determine the chemical composition of the oxidation product, revealing that NaDC was selectively oxidized to sodium 3-keto-12-hydroxy-cholanate (3-KHC). The chiral discrimination abilities of the micelles of NaDC and its oxidation product, 3-KHC, were investigated by using chiral model moleculesR,S-1,1′-Binaphthyl-2,2′-diyl hydrogenphosphate (R,S-BNDHP). Compared with NaDC, the micelles of 3-KHC displayed higher binding ability to the chiral model molecules. In addition, the difference in binding affinity of 3-KHC micelles towardsR,S-isomer was observed, andS-isomer was shown to preferentially bind to the micelles.Keywords:noble metal nanoparticles;catalytical oxidation;chiral recognition;bile salts;supramolecular chemistry
研究领域:
生物学
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化学
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DOI
PubMed
高影响因子
JOURNAL OF THE ELECTROCHEMICAL SOCIETY
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2022
·Vol. 169
·期 12
·127509
·
IF 4.386
Rui Kuang,Ning Deng,Fuying Dong,Yongling Ding,Xuan Kuang
Electrochemical enantiorecognition of Tryptophan (Trp) isomers using Cys@In2S3/GCE prepared by two steps of sulfidation and chiralization from MIL-68(In) is reported. The Cys@In2S3/GCE electrode shows highly selective, sensitive and quantitative analysis towards Trp enantiomers. This proposed chiral sensors could be considered for practical applications in the field of Trp related medical recognition.
研究领域:
生物化学
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分析化学
·
材料科学
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DOI
高影响因子
TALANTA
·
2020
·
IF 5.339
Xiaofei Ma,Yingxiang Du,Xinqi Zhu,Jiangxia Yang
Recently, chiral ionic liquids have attracted increasing attention in analytical chemistry . However, only a few papers focus on the application of them in visual chiral recognition. Herein, two functionalized chiral ionic liquids derived from (S)-mandelic acid (1-butyl-3-methylimidazolium mandelate , CIL1 and N-butyl-N-methylpyrrolidinium mandelate, CIL2) were prepared for visual chiral recognition of aromatic amino acids for the first time. In the presence of Cu(II) and appropriate solvents, visual enantiomeric responses of phenylalanine , tryptophane, tyrosine and phenylglycine were observed. Relying on solubility or color differences, all chiral recognition could be finished within 5 min. The potential mechanism was investigated by means of infrared spectroscopy, ultraviolet spectroscopy, thermal gravity analysis, elemental analysis and scanning electron microscope. Results revealed that CuSO 4 interacted with CIL1 and D-tryptophane in the ratio of 1:1.96:0.43 in relevant precipitate, and the different stability of complex was responsible for the chiral recognition. In addition, resolution of racemic tryptophane was performed, which offered excellent enantiomeric excess values (94.2% for CIL1 and 95.1% for CIL2 in solid phase). The proposed ionic liquids had strong enantioselectivity for aromatic amino acids and great potential in visual chiral recognition.
研究领域:
分析化学
·
生物化学
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产品关联
DOI
PubMed
高影响因子
TALANTA
·
2019
·
IF 4.916
Huiting Lian,Shaozhen Huang,Xiaofeng Wei,Jialei Guo,Xiangying Sun,Bin Liu
Numerous chiral drugs have been developed for neurological diseases, but chiral drug safety and pharmacological research still faces great challenges in enantioselectivity and sensitivity of chiral analysis. A rapid, stable and high-efficiency gold nanodendrite-based electrochemical sensing method was proposed as a versatile differential potential ratiometric strategy for highly selective chiral recognition of dual 3,4-dihydroxyphenylalanine (DOPA) enantiomers . Using simple electrochemical deposition, the gold nanodendrite (AuND) membrane was steadily modified on the glassy carbon electrode (GCE) with high specific chiral identifiability and robust signal amplifiability. Based on a sequence of systematic optimization, an apparent potential difference (PD) was detected up to 108 mV from oxidation peaks of DOPA enantiomers . Furthermore, according to a regulatable concentration range from 10 μM to 100 μM, different proportions of L-/ d -DOPA had a good linear relationship with corresponding peak potentials ( Eps ) in the racemic mixture. Superior to traditional enantiorecognition of single chiral drug, both DOPA enantiomers enabled to be simultaneously distinguished with high repeatability, selectivity, and anti-interference ability on the AuND/GCE. This unique semi-quantitative AuND-based potential sensing strategy was proposed to efficiently quantify the proportion of L-/ d -DOPA for chiral drug recognition, emerging positive potential for numerous applications in pharmacology and clinical diagnosis.
研究领域:
分析化学
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药理学
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临床诊断
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产品关联
DOI
PubMed
高影响因子
危险品化学品经营许可证（带存储）