Molecular recognition of oxoanions based on guanidinium receptors

被引:310
作者
Blondeau, Pascal
Segura, Margarita
Perez-Fernandez, Ruth
de Mendoza, Javier [1 ]
机构
[1] Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
[2] Univ Autonoma Madrid, Dept Organ Chem, E-28049 Madrid, Spain
关键词
D O I
10.1039/b603089k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Guanidinium is a versatile functional group with unique properties. In biological systems, hydrogen-bonding and electrostatic interactions involving the arginine side chains of proteins are critical to stabilise complexes between proteins and nucleic acids, carbohydrates or other proteins. Leading examples of artificial receptors for carboxylates, phosphates and other oxoanions, such as sulfate or nitrate are highlighted in this tutorial review, addressed to readers interested in biology, chemistry and supramolecular chemistry.
引用
收藏
页码:198 / 210
页数:13
相关论文
共 66 条
  • [1] MOLECULAR RECOGNITION OF PROTEINS - SEQUENCE-SELECTIVE BINDING OF ASPARTATE PAIRS IN HELICAL PEPTIDES
    ALBERT, JS
    GOODMAN, MS
    HAMILTON, AD
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (03) : 1143 - 1144
  • [2] A preorganized macrocycle based on a bicyclic guanidinium subunit with six convergent hydrogen bonds for anion recognition
    Alcázar, V
    Segura, M
    Prados, P
    de Mendoza, J
    [J]. TETRAHEDRON LETTERS, 1998, 39 (09) : 1033 - 1036
  • [3] Baragaña B, 2002, CHEM-EUR J, V8, P2931, DOI 10.1002/1521-3765(20020703)8:13<2931::AID-CHEM2931>3.0.CO
  • [4] 2-H
  • [5] Selective electrochemical recognition of bidentate anionic guests in competitive solvents using novel ferrocenyl thiourea and guanidinium receptors
    Beer, PD
    Drew, MGB
    Smith, DK
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1997, 543 (1-2) : 259 - 261
  • [6] Structural analyses of a malate dehydrogenase with a variable active site
    Bell, JK
    Yennawar, HP
    Wright, SK
    Thompson, JR
    Viola, RE
    Banaszak, LJ
    [J]. JOURNAL OF BIOLOGICAL CHEMISTRY, 2001, 276 (33) : 31156 - 31162
  • [7] Zwitterionic guanidinium compounds serve as electroneutral anion hosts
    Berger, M
    Schmidtchen, FP
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (43) : 9986 - 9993
  • [8] Berger M, 1998, ANGEW CHEM INT EDIT, V37, P2694, DOI 10.1002/(SICI)1521-3773(19981016)37:19<2694::AID-ANIE2694>3.0.CO
  • [9] 2-Q
  • [10] Abiotic guanidinium containing receptors for anionic species
    Best, MD
    Tobey, SL
    Anslyn, EV
    [J]. COORDINATION CHEMISTRY REVIEWS, 2003, 240 (1-2) : 3 - 15