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

来源：

THERMOCHIMICA ACTA | 2010年 / 503卷

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

页码：28 / 32

页数：5

共 27 条

[1] CHEMISTRY OF SYNTHETIC RECEPTORS AND FUNCTIONAL-GROUP ARRAYS .15. EFFECTS OF ADDED WATER ON THERMODYNAMIC ASPECTS OF HYDROGEN-BOND-BASED MOLECULAR RECOGNITION IN CHLOROFORM [J].

ADRIAN, JC ;

WILCOX, CS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (02) :678-680

[2]

Al-Sayah MH, 2000, ARAB J SCI ENG, V25, P67

[3] Protons as the triggers to regulate hydrogen-bonding receptors [J].

Al-Sayah, MH ;

Branda, NR .

ORGANIC LETTERS, 2002, 4 (06) :881-884

[4] Structural studies on hydrogen-bonding receptors for barbiturate guests that use metal ions as allosteric inhibitors [J].

Al-Sayah, MH ;

McDonald, R ;

Branda, NR .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2004, 2004 (01) :173-182

[5] Controlling allostery using redox chemistry [J].

Al-Sayah, MH ;

Branda, NR .

CHEMICAL COMMUNICATIONS, 2002, (02) :178-179

[6]

Al-Sayah MH, 2000, ANGEW CHEM INT EDIT, V39, P945

[7]

[Anonymous], BIOCH CHEM REACTIONS

[8]

Beer P.D., 1999, Supramolecular Chemistry: 74, V1st edn

[9] Carbohydrate-based receptors with multiple thiourea binding sites.: Multipoint hydrogen bond recognition of dicarboxylates and monosaccharides [J].

Benito, JM ;

Gómez-García, M ;

Blanco, JLJ ;

Mellet, CO ;

Fernández, JMG .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (04) :1366-1372

[10] N-Biphenyl thioureas as carboxylate receptors.: Effect of the ligand substituents on the geometry of the complexes [J].

Costero, Ana M. ;

Gavina, Pablo ;

Rodriguez-Muniz, Gemma M. ;

Gil, Salvador .

TETRAHEDRON, 2006, 62 (36) :8571-8577

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