Highly Enantioselective Recognition of Structurally Diverse α-Hydroxycarboxylic Acids using a Fluorescent Sensor

被引:113
|
作者
Liu, Hai-Lin [1 ]
Peng, Qian [2 ]
Wu, Yun-Dong [2 ,4 ]
Chen, Di [1 ]
Hou, Xue-Long [1 ,2 ]
Sabat, Michal [3 ]
Pu, Lin [3 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai Hong Kong Joint Lab Chem Synth, Shanghai 200032, Peoples R China
[3] Univ Virginia, Dept Chem, Charlottesville, VA 22904 USA
[4] Hong Kong Univ Sci & Technol, Dept Chem, Kowloon, Hong Kong, Peoples R China
基金
美国国家科学基金会; 中国国家自然科学基金;
关键词
amino alcohols; enantioselectivity; fluorescence; alpha-hydroxycarboxylic acids; sensors; INDICATOR-DISPLACEMENT ASSAYS; ENANTIOMERIC EXCESS; CATALYSTS; MACROCYCLE; MOLECULES; DESIGN;
D O I
10.1002/anie.200904889
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Figure Presented) The shining: Readily accessible BINOL amino alcohol (S)-I is a highly enantioselective fluorescent sensor for structurally diverse α-hydroxycarboxylic acids, and is the first highly enantioselective fluorescent sensor for the recognition of linear aliphatic α- hydroxycarboxylic acids and α-tertiary-hydroxycarboxylic acids. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:602 / 606
页数:5
相关论文
共 50 条
  • [21] Enantioselective Recognition of α-Hydroxycarboxylic Acids and N-Boc-Amino Acids by Counterion-Displacement Assays with a Chiral Nickel(II) Complex
    He, Xuan
    Zhang, Qi
    Wang, Wentao
    Lin, Lili
    Liu, Xiaohua
    Feng, Xiaoming
    ORGANIC LETTERS, 2011, 13 (04) : 804 - 807
  • [22] Enantioselective recognition of carboxylic acids by novel fluorescent triazine-based thiazoles
    Halay, Erkan
    Bozkurt, Selahattin
    CHIRALITY, 2018, 30 (03) : 275 - 283
  • [23] Enantioselective Fluorescent Recognition of Amino Acids by Amide Formation: An Unusual Concentration Effect
    Wang, Chao
    Zeng, Chaoyuan
    Zhang, Xiaoling
    Pu, Lin
    JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (23): : 12669 - 12673
  • [24] A Highly Fluorescent Metallosalalen-Based Chiral Cage for Enantioselective Recognition and Sensing
    Dong, Jinqiao
    Zhou, Yanfang
    Zhang, Fangwei
    Cui, Yong
    CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (21) : 6455 - 6461
  • [25] Highly enantioselective fluorescent recognition of mandelic acid derivatives by chiral salen macrocycles
    Tanaka, Koichi
    Tsuchitani, Takeshi
    Fukuda, Noriaki
    Masumoto, Asuka
    Arakawa, Ryuichi
    TETRAHEDRON-ASYMMETRY, 2012, 23 (3-4) : 205 - 208
  • [26] Highly enantioselective fluorescent recognition of amino acid derivatives by unsymmetrical salan sensors
    Yang, Xia
    Shen, Kang
    Liu, Xuechao
    Zhu, Chengjian
    Cheng, Yixiang
    TETRAHEDRON LETTERS, 2011, 52 (36) : 4611 - 4614
  • [27] A fluorescence sensor based on chiral polymer for highly enantioselective recognition of phenylalaninol
    Meng, Jie
    Wei, Guo
    Huang, Xiaobo
    Dong, Yu
    Cheng, Yixiang
    Zhu, Chengjian
    POLYMER, 2011, 52 (02) : 363 - 367
  • [28] A highly enantioselective chiral Schiff-base fluorescent sensor for mandelic acid
    Dhara, Koushik
    Sarkar, Krishanu
    Roy, Partha
    Nandi, Mahasweta
    Bhaumik, Asim
    Banerjee, Pradyot
    TETRAHEDRON, 2008, 64 (14) : 3153 - 3159
  • [29] Highly Enantioselective Ruthenium-Catalyzed Cascade Double Reduction Strategy: Construction of Structurally Diverse Julolidines and Their Analogues
    Wang, Li-Ren
    Chang, Dan
    Feng, Yu
    He, Yan-Mei
    Deng, Guo-Jun
    Fan, Qing-Hua
    ORGANIC LETTERS, 2020, 22 (06) : 2251 - 2255
  • [30] A near-IR Fluorescent Probe for Enantioselective Recognition of Amino Acids in Aqueous Solution
    Zhao, Feng
    Tian, Jun
    Wu, Xuedan
    Li, Shuo
    Chen, Yu
    Yu, Shanshan
    Yu, Xiaoqi
    Pu, Lin
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (11): : 7342 - 7348