C3v symmetric receptors show high selectivity and high affinity for phosphate

被引:175
作者
Tobey, SL [1 ]
Jones, BD [1 ]
Anslyn, EV [1 ]
机构
[1] Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
关键词
D O I
10.1021/ja021390n
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The binding of phosphate to tripodal metalloreceptors 1 and 2 is reported. Receptors 1 and 2 are C3v symmetric, designed to complement three sides of a tetrahedron. The receptors derive from tripodal ligands that are preorganized through binding to a central Cu(II) atom. These metalloreceptors demonstrate high selectivity and affinity for the molecular recognition of phosphate in aqueous media at neutral pH. The binding of phosphate and other anions to the cavities of receptors 1 and 2 was monitored by UV/vis titration techniques. Binding algorithms were used to determine the affinity of phosphate to 1 and 2 with association values (Ka) of 2.5 × 104 and 1.5 × 104 M-1, respectively. Copyright © 2003 American Chemical Society.
引用
收藏
页码:4026 / 4027
页数:2
相关论文
共 51 条
[41]   Selective binding of very hydrophilic H2PO4- anion by a hydrogen-bonding receptor adsorbed at the 1,2-dichloroethane-water interface [J].
Shigemori, K ;
Nishizawa, S ;
Yokobori, T ;
Shioya, T ;
Teramae, N .
NEW JOURNAL OF CHEMISTRY, 2002, 26 (09) :1102-1104
[42]  
SHYAMAPROSAD G, 2000, J ORG CHEM, V65, P1907
[43]   Anion binding within the cavity of pi-metalated calixarenes [J].
Staffilani, M ;
Hancock, KSB ;
Steed, JW ;
Holman, KT ;
Atwood, JL ;
Juneja, RK ;
Burkhalter, RS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (27) :6324-6335
[44]   Anion recognition through hydrogen bonding: a simple, yet highly sensitive, luminescent metal-complex receptor [J].
Sun, SS ;
Lees, AJ .
CHEMICAL COMMUNICATIONS, 2000, (17) :1687-1688
[45]   MOLECULAR RECOGNITION BY SYNTHETIC RECEPTORS [J].
SUTHERLAND, IO .
CHEMICAL SOCIETY REVIEWS, 1986, 15 (01) :63-91
[46]   A macrocyclic receptor for the chiral recognition of hydroxycarboxylates [J].
Tejeda, A ;
Oliva, AI ;
Simón, L ;
Grande, M ;
Caballero, MC ;
Morán, JR .
TETRAHEDRON LETTERS, 2000, 41 (23) :4563-4566
[47]   Study on host-guest complexation of anions based on a tripodal naphthylurea derivative [J].
Xie, HZ ;
Yi, S ;
Yang, XP ;
Wu, SK .
NEW JOURNAL OF CHEMISTRY, 1999, 23 (11) :1105-1110
[48]   A tetrahedral zinc(II) complex of tris(2-pyridylethyl)amine [J].
Xu, XD ;
Allen, CS ;
Chuang, CL ;
Canary, JW .
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1998, 54 :600-601
[49]  
YAMADA T, 2002, CHEM COMMUN, V21, P2574
[50]   Oxoanion recognition by a thiouronium receptor [J].
Yeo, WS ;
Hong, JI .
TETRAHEDRON LETTERS, 1998, 39 (44) :8137-8140