Calorimeteric and NMR binding studies of hydrogen-bonding receptors for carboxylates

被引:11
作者
Al-Sayah, Mohammad H. [1 ]
Branda, Neil R. [2 ]
机构
[1] Amer Univ Sharjah, Dept Biol & Chem, Sharjah, U Arab Emirates
[2] Simon Fraser Univ, Dept Chem, Burnaby, BC V5A 1S6, Canada
关键词
Anion binding; Synthetic receptors; NMR titrations; ITC titrations; Squaramide; MOLECULAR RECOGNITION; THERMODYNAMIC ASPECTS; ANION RECOGNITION; PET SENSORS; THIOUREA; SQUARAMIDE; CHEMISTRY; DESIGN; MEDIA;
D O I
10.1016/j.tca.2010.03.003
中图分类号
O414.1 [热力学];
学科分类号
摘要
Two receptors (1 and 2) were designed and prepared to bind carboxylate anions through donor-donor hydrogen-bonding motifs provided by thiourea (1) and squaramide (2) groups. The binding efficacy of each receptor was studied using NMR and isothermal calorimetric titrations in DMSO and CH(3)CN/CHCl(3) solvent systems. Binding constants and changes in enthalpy and entropy of the binding process were calculated and evaluated. (C) 2010 Elsevier B.V. All rights reserved.
引用
收藏
页码:28 / 32
页数:5
相关论文
共 27 条
[21]  
2-0
[22]  
PAULSON JC, 1985, RECEPTORS, V2
[23]   Squaramido-based receptors:: Molecular recognition of carboxylate anions in highly competitive media. [J].
Prohens, R ;
Tomàs, S ;
Morey, J ;
Deyà, PM ;
Ballester, P ;
Costa, A .
TETRAHEDRON LETTERS, 1998, 39 (09) :1063-1066
[24]   Thermodynamic characterization of the squaramide-carboxylate interaction in squaramide receptors [J].
Prohens, R ;
Rotger, MC ;
Piña, MN ;
Deyà, PM ;
Morey, J ;
Ballester, P ;
Costa, A .
TETRAHEDRON LETTERS, 2001, 42 (29) :4933-4936
[25]  
Rossi S, 2002, ANGEW CHEM INT EDIT, V41, P4233, DOI 10.1002/1521-3773(20021115)41:22<4233::AID-ANIE4233>3.0.CO
[26]  
2-D
[27]   Synthesis of the anionic fluororeceptors based on thiourea and amide groups and recognition property for α,ω-dicarboxylate [J].
Wu, JL ;
He, YB ;
Zeng, ZY ;
Wei, LH ;
Meng, LZ ;
Yang, TX .
TETRAHEDRON, 2004, 60 (19) :4309-4314