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
070302 ; 070303 ; 081704 ;
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
  • [41] 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
  • [42] Kinetic Resolution of Allylic Alcohol with Chiral BINOL-Based Alkoxides: A Combination of Experimental and Theoretical Studies
    Liu, Yidong
    Liu, Song
    Li, Dongmei
    Zhang, Nan
    Peng, Lei
    Ao, Jun
    Song, Choong Eui
    Lan, Yu
    Yan, Hailong
    Journal of the American Chemical Society, 2019, 141 (02): : 1150 - 1159
  • [43] Enantioselective fluorescent sensing of chiral carboxylic acid by engaging boronic acid and BINOL
    Munusamy, Sathish Kumar
    Thirumoorthy, Krishnan
    Muralidharan, Vivek Panyam
    Balijapalli, Umamahesh
    Iyer, Sathiyanarayanan Kulathu
    SENSORS AND ACTUATORS B-CHEMICAL, 2017, 244 : 175 - 181
  • [44] A chiral BINOL-based supramolecular gel enabling sensitive enantioselective and chemoselective collapse toward histidine
    Jiang, Yixuan
    Huang, Zeng
    Tian, Jun
    Dong, Xin
    Yu, Xiao-Qi
    Yu, Shanshan
    SOFT MATTER, 2023, 19 (03) : 430 - 435
  • [45] Enantioselective Fluorescent Recognition of Amino Acids in Aqueous Solution by Using a Chiral Aldehyde Probe
    Zhao, Feng
    Du, Yi
    Tian, Jun
    Shi, Dan
    Wang, Yachen
    Hu, Lingling
    Yu, Shanshan
    Yu, Xiaoqi
    Pu, Lin
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (16) : 1891 - 1895
  • [46] (S)-BINOL-based boronic ester fluorescence sensors for enantioselective recognition of α-phenylethylamine and phenylglycinol
    Jiao, Jiemin
    Wei, Guo
    Li, Fei
    Mao, Xuerong
    Cheng, Yixiang
    Zhu, Chengjian
    RSC ADVANCES, 2014, 4 (12): : 5887 - 5892
  • [47] Enantioselective fluorescent sensors for amino acid derivatives based on BINOL bearing benzoyl unit
    Xu, Kuo-xi
    Qiu, Zhen
    Zhao, Jin-Jin
    Zhao, Jin
    Wang, Chao-jie
    TETRAHEDRON-ASYMMETRY, 2009, 20 (14) : 1690 - 1696
  • [48] Sulfonation of 3,3′-Diformyl-BINOL for Enantioselective Fluorescent Recognition of Amino Acids in Water
    Zhao, Feng
    Wang, Yalin
    Wu, Xuedan
    Yu, Shanshan
    Yu, Xiaoqi
    Pu, Lin
    CHEMISTRY-A EUROPEAN JOURNAL, 2020, 26 (32) : 7258 - 7262
  • [49] Kinetic Resolution of Allylic Alcohol with Chiral BINOL-Based Alkoxides: A Combination of Experimental and Theoretical Studies
    Liu, Yidong
    Liu, Song
    Li, Dongmei
    Zhang, Nan
    Peng, Lei
    Ao, Jun
    Song, Choong Eui
    Lan, Yu
    Yan, Hailong
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2019, 141 (02) : 1150 - 1159
  • [50] Enantioselective Recognition of Chiral Carboxylic Acids by a β-Amino Acid and 1,10-Phenanthroline Based Chiral Fluorescent Sensor
    Zhang, Yonghong
    Hu, Fangzhi
    Wang, Bin
    Zhang, Xiaomei
    Liu, Chenjiang
    SENSORS, 2015, 15 (05): : 10723 - 10733