Selective sensing of saccharides using simple boronic acids and their aggregates

被引:511
|
作者
Wu, Xin [1 ,2 ]
Li, Zhao [1 ,2 ]
Chen, Xuan-Xuan [1 ,2 ]
Fossey, John S. [3 ]
James, Tony D. [4 ]
Jiang, Yun-Bao [1 ,2 ]
机构
[1] Xiamen Univ, Dept Chem, Coll Chem & Chem Engn, MOE Key Lab Analyt Sci, Xiamen 361005, Peoples R China
[2] Xiamen Univ, Collaborat Innovat Ctr Chem Energy Mat iChEM, Xiamen 361005, Peoples R China
[3] Univ Birmingham, Sch Chem, Birmingham B15 2TT, W Midlands, England
[4] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England
基金
美国国家科学基金会; 英国工程与自然科学研究理事会;
关键词
FLUORESCENT CHEMOSENSORS; GLUCOSE RECOGNITION; SYNTHETIC LECTIN; REDUCING SUGARS; BINDING; SENSOR; COMPLEXATION; RECEPTORS; DISACCHARIDES; CYCLODEXTRIN;
D O I
10.1039/c3cs60148j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The reversible boronic acid-diol interaction empowers boronic acid receptors' saccharide binding capacities, rendering them a class of lectin mimetic, termed "boronlectins". Boronic acids follow lectin functions not just in being able to bind saccharides, but in multivalent saccharide binding that enhances both affinity and selectivity. For almost a decade, efforts have been made to achieve and improve selectivity for given saccharide targets, most notably glucose, by using properly positioned boronic acids, offering multivalent interactions. Incorporation of several boronic acid groups into a covalent framework or non-covalent assembly of boronic acid are two general methods used to create such smart sensors, of which the latter resembles lectin oligomerisation that affords multivalent saccharide-binding architectures. In this review, we discuss supramolecular selective sensing of saccharides by using simple boronic acids in their aggregate forms, after a brief survey of the general aspects of boronic acid-based saccharide sensing.
引用
收藏
页码:8032 / 8048
页数:17
相关论文
共 50 条
  • [41] Double Couplings of Dibromothiophenes Using Boronic Acids and Boronates
    Varello, Samantha
    Handy, Scott T.
    SYNTHESIS-STUTTGART, 2009, (01): : 138 - 142
  • [42] 'Tailored' polymers for supported syntheses using boronic acids
    Arimori, S
    Hartley, JH
    Bell, ML
    Oh, CS
    James, TD
    TETRAHEDRON LETTERS, 2000, 41 (52) : 10291 - 10294
  • [43] Highly Selective Fluorescence Sensing and Imaging of ATP Using a Boronic Acid Groups-Bearing Polythiophene Derivate
    Liu, Lihua
    Zhao, Linlin
    Cheng, Dandan
    Yao, Xinyi
    Lu, Yan
    POLYMERS, 2019, 11 (07)
  • [44] INOR 411-Structural studies and sensing applications of chiral boronic acids
    Anslyn, Eric V.
    Zhu, Lei
    Shabbir, Shagufta
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2006, 232
  • [45] Selective dopamine transport using a crown boronic acid
    Paugam, M.-F.
    Valencia, L.S.
    Boggess, B.
    Smith, B.D.
    1600, ACS, Washington, DC, USA (116):
  • [46] Studies on Carbonization of Saccharides by Using Aqueous Solution of Various Acids
    Zhang Xin
    He An-qi
    Kang Ting-guo
    Xia Jin-ming
    Weng Shi-fu
    Xu Yi-zhuang
    Wu Jin-guang
    SPECTROSCOPY AND SPECTRAL ANALYSIS, 2014, 34 (09) : 2346 - 2350
  • [47] Selective Chemical Modification of DNA with Boronic Acids by On-Column CuAAc Reactions
    Debiais, Megane
    Vasseur, Jean-Jacques
    Mueller, Sabine
    Smietana, Michael
    SYNTHESIS-STUTTGART, 2020, 52 (20): : 2962 - 2969
  • [48] Highly fructose selective transport promoted by boronic acids based on a pentaerythritol core
    Draffin, SP
    Duggan, PJ
    Duggan, SAM
    ORGANIC LETTERS, 2001, 3 (06) : 917 - 920
  • [49] Remarkably selective saccharide recognition by solid-supported peptide boronic acids
    Duggan, Peter J.
    Offermann, Daniel A.
    TETRAHEDRON, 2009, 65 (01) : 109 - 114
  • [50] Qualitative Identification of Carboxylic Acids, Boronic Acids, and Amines Using Cruciform Fluorophores
    Schwaebel, Thimon
    Lirag, Rio Carlo
    Davey, Evan A.
    Lim, Jaebum
    Bunz, Uwe H. F.
    Miljanic, Ognjen S.
    JOVE-JOURNAL OF VISUALIZED EXPERIMENTS, 2013, (78):