Chiral amino acid recognition in water: A BINOL-based fluorescent probe

被引:0
|
作者
Meng-Xin Sun [1 ]
Chuan-Zhi Ni [1 ]
Fang-Qi Zhang [1 ]
Yuan-Yuan Zhu [1 ,2 ]
Jie Zeng [3 ]
Shuang-Xi Gu [2 ,3 ,4 ]
机构
[1] School of Chemistry and Environmental Engineering, Wuhan Institute of Technology
[2] Hubei Key Laboratory of Novel Reactor and Green Chemical Technology, Wuhan Institute of Technology
[3] Pharmaceutical Research Institute, Wuhan Institute of Technology
[4] Key Laboratory for Green Chemical Process of Ministry of Education, School of Chemical Engineering & Pharmacy, Wuhan Institute of Technology
基金
中国国家自然科学基金;
关键词
D O I
暂无
中图分类号
O623.736 [氨基羧酸及其衍生物]; O657.3 [光化学分析法(光谱分析法)];
学科分类号
摘要
A novel BINOL-based fluorescence probe(S)-6 featuring a sodium sulfonate fragment at the 2-position was designed and synthesized via simple synthetic procedures under mild reaction conditions. The watersoluble probe(S)-6 displays excellent enantioselective recognition toward 15 common amino acids, and it can be used for enantiomeric excess determination of amino acids. The fluorescence intensity of(S)-6treated with amino acids reaches the maximum after standing for only 30 min at room temperature and remains stable in the following 5.5 h, which has great potential in the application of chiral fluorescence analysis due to its timeliness and outstanding fluorescent stability.
引用
收藏
页码:162 / 166
页数:5
相关论文
共 50 条
  • [21] Recent advances of BINOL-based sensors for enantioselective fluorescence recognition
    Yu, Fangfang
    Chen, Yun
    Jiang, Hui
    Wang, Xuemei
    ANALYST, 2020, 145 (21) : 6769 - 6812
  • [22] A BINOL-based chiral polyammonium receptor for highly enantioselective recognition and fluorescence sensing of (S,S)-tartaric acid in aqueous solution
    Bencini, Andrea
    Coluccini, Carmine
    Garau, Alessandra
    Giorgi, Claudia
    Lippolis, Vito
    Messori, Luigi
    Pasini, Dario
    Puccioni, Stefano
    CHEMICAL COMMUNICATIONS, 2012, 48 (84) : 10428 - 10430
  • [23] Efficient Enantiodifferentiation of Carboxylic Acids Using BINOL-Based Amino Alcohol as a Chiral NMR Solvating Agent
    Li, Gaowei
    Ma, Minshan
    Wang, Guifang
    Wang, Xiaojuan
    Lei, Xinxiang
    FRONTIERS IN CHEMISTRY, 2020, 8
  • [24] A chiral BINOL-based Gemini amphiphilic gelator and its specific discrimination of native arginine by gelation in water
    Jia, Lihua
    Yin, Jianxin
    Guo, Xiangfeng
    Cao, Guangzhou
    Tian, Xuhua
    Zhu, Bo
    Pu, Lin
    SOFT MATTER, 2017, 13 (32) : 5453 - 5462
  • [25] Chiral Carborane Acids Decorated with Binol-Based Phosphonates: Synthesis, Characterization, and Application
    Jiang, Hua-Jie
    Zuo, Honghua
    Zhu, Min
    Sharanov, Illia
    Irran, Elisabeth
    Klare, Hendrik F. T.
    Tshepelevitsh, Sofja
    Lokov, Mart
    Leito, Ivo
    Oestreich, Martin
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 89 (01): : 756 - 760
  • [26] Amino Acid-Based Fluorescent Chiral Ionic Liquid for Enantiomeric Recognition
    Bwambok, David K.
    Challa, Santhosh K.
    Lowry, Mark
    Warner, Isiah M.
    ANALYTICAL CHEMISTRY, 2010, 82 (12) : 5028 - 5037
  • [27] Chiral fluorescent receptors based on amino acid unit: Synthesis and their enantioselective recognition
    Xu, Kuo-Xi
    Qing, Guang-Yan
    He, Yong-Bing
    Qin, Hai-Juan
    Hu, Ling
    SUPRAMOLECULAR CHEMISTRY, 2007, 19 (06) : 403 - 409
  • [28] Synthesis and enantioselective fluorescent sensors for amino acid derivatives based on BINOL
    Xu, Kuo-Xi
    Yang, Li-Rong
    Wang, Yu-Xia
    Zhao, Jin
    Wang, Chao-Jie
    SUPRAMOLECULAR CHEMISTRY, 2010, 22 (10) : 563 - 570
  • [29] CPL emission of chiral BINOL-based polymers via chiral transfer of the conjugated chain backbone structure
    Li, Fei
    Wang, Yuxiang
    Sheng, Yuan
    Wei, Guo
    Cheng, Yixiang
    Zhu, Chengjian
    RSC ADVANCES, 2015, 5 (128) : 105851 - 105854
  • [30] Synthesis and enantioselective recognition of an (S)-BINOL-based colorimetric chemosensor for mandelate anions
    Hu, Chenguang
    He, Yongbing
    Chen, Zhihong
    Huang, Xiaohuan
    TETRAHEDRON-ASYMMETRY, 2009, 20 (01) : 104 - 110