An electrochemical sensor based on cellulose nanocrystal for the enantioselective discrimination of chiral amino acids

被引:41
|
作者
Bi, Qing [1 ]
Dong, Shuqing [2 ]
Sun, Yaming [2 ,3 ]
Lu, Xiaoquan [1 ]
Zhao, Liang [2 ]
机构
[1] Northwest Normal Univ, Coll Chem & Chem Engn, Key Lab Bioelectrochem & Environm Anal Gansu Prov, Lanzhou 730070, Peoples R China
[2] Chinese Acad Sci, Lanzhou Inst Chem Phys, Lanzhou 730070, Peoples R China
[3] Chinese Acad Sci, Grad Univ, Beijing 100080, Peoples R China
基金
中国国家自然科学基金;
关键词
Cellulose nanocrystals; Electrochemical sensor; Chiral amino acids; Enantioselective discrimination; INSULIN-RESISTANCE; RECOGNITION; TRYPTOPHAN; RESOLUTION; GRAPHENE;
D O I
10.1016/j.ab.2016.05.022
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
A novel electrochemical sensor based on 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO)-oxidized cellulose nanocrystals (TOCNCs) and L-cystines (L-Cys) modified Au electrode (TOCNC/L-Cys/Au) has been fabricated for detection and discrimination of the enantiomers of phenylalanine (Phe), leucine (Leu), and valine (Val). The three amino acids are in connection with metabolism diseases. The TOCNC/L-Cys/Au electrode exhibited obvious peak current difference for the amino acid enantiomers by cyclic voltammetry (CV) and differential pulse voltammetry (DPV). The TOCNCs on the electrode surface expressed different interactions with D- and L-amino acids, so the electrochemical recognitions of the three amino acid enantiomers were achieved. TOCNCs were characterized by Fourier transform infrared (FT-IR) and scanning electron microscopy (SEM). The modified electrodes were characterized by SEM and electrochemical techniques. According to DPV, peak currents of the two enantiomers decreased linearly with their concentrations. Furthermore, satisfactory results were obtained when this electrode was applied to measure the D- and L-Phe mixture. The experimental results show that TOCNCs are suitable material for chiral sensor. The contrast of serum sample of healthy people and patients with type 2 diabetes also was proposed, and significant difference was exhibited on the modified electrode. This work is significant for the screening, diagnosis, and treatment of multiple metabolic diseases. (C) 2016 Elsevier Inc. All rights reserved.
引用
收藏
页码:50 / 57
页数:8
相关论文
共 50 条
  • [41] Enantioselective Recognitions of Chiral Molecular Tweezers Containing Imidazoliums for Amino Acids
    Su, Xiaoyu
    Luo, Kui
    Xiang, Qingxiang
    Lan, Jingbo
    Xie, Rugang
    CHIRALITY, 2009, 21 (05) : 539 - 546
  • [42] Enantioselective binding and extraction of zwitterionic amino acids by chiral lanthanide complexes
    Tsukube, H
    Uenishi, J
    Kanatani, T
    Itoh, H
    Yonemitsu, O
    CHEMICAL COMMUNICATIONS, 1996, (04) : 477 - 478
  • [43] Salen-Based Chiral Fluorescence Polymer Sensor for Enantioselective Recognition of α-Hydroxyl Carboxylic Acids
    Song, Fengyan
    Wei, Guo
    Wang, Lu
    Jiao, Jiemin
    Cheng, Yixiang
    Zhu, Chengjian
    JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (10): : 4759 - 4764
  • [44] Highly enantioselective fluorescent sensor for chiral recognition of amino acid derivatives
    He, Xuan
    Cui, Xin
    Li, Maosi
    Lin, Lili
    Liu, Xiaohua
    Feng, Xiaoming
    TETRAHEDRON LETTERS, 2009, 50 (42) : 5853 - 5856
  • [45] An electrochemical chiral sensor based on the synergy of chiral ionic liquid and 3D-NGMWCNT for tryptophan enantioselective recognition
    Liu, Nijuan
    Liu, Jingjing
    Niu, Xiaohui
    Wang, Jia
    Guo, Ruibin
    Mo, Zunli
    MICROCHIMICA ACTA, 2021, 188 (05)
  • [46] An electrochemical chiral sensor based on the synergy of chiral ionic liquid and 3D-NGMWCNT for tryptophan enantioselective recognition
    Nijuan Liu
    Jingjing Liu
    Xiaohui Niu
    Jia Wang
    Ruibin Guo
    Zunli Mo
    Microchimica Acta, 2021, 188
  • [47] Chiral discrimination of α-amino acids by the DNA triplet GCA using amino acids as a co-selector
    Kumar, Maddula Ravi
    Prabhakar, Sripadi
    Sivaleela, Tallagadda
    Vairamani, Mariappanadar
    JOURNAL OF MASS SPECTROMETRY, 2007, 42 (09): : 1218 - 1224
  • [48] Chiral Ar-BINMOL-derived salan as fluorescent sensor for recognition of CuCl and cascade discrimination of α-amino acids
    Li, Fei
    Li, Li
    Yang, Wei
    Zheng, Long-Sheng
    Zheng, Zhan-Jiang
    Jiang, Kezhi
    Lu, Yixin
    Xu, Li-Wen
    TETRAHEDRON LETTERS, 2013, 54 (12) : 1584 - 1588
  • [49] Enantioselective Addition of Diethylzinc to Aromatic Aldehydes Catalyzed by Modular Amino Acids and Phenylethanamine Based Chiral Ligands
    Gou, Shaohua
    Ye, Zhongbin
    Cai, Xiaoxiao
    Liu, Man
    Jiang, Wenchao
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2012, 32 (06) : 1136 - 1140
  • [50] Chiral azo compounds: enantioselective synthesis and transformations into β-amino alcohols and α-amino acids with a quaternary stereocenter
    Dietz, Friedrich R.
    Prechter, Agnes
    Groeger, Harald
    Heinrich, Markus R.
    TETRAHEDRON LETTERS, 2011, 52 (06) : 655 - 657