Acidity and metal (Mg2+, Ca2+, Zn2+) affinity of L-γ-carboxyglutamic acid and its peptide analog

被引：1

作者：

Remko, Milan ^{[1
]}

Broer, Ria ^{[2
]}

Remkova, Anna ^{[3
]}

Van Duijnen, Piet Th. ^{[2
]}

机构：

[1] Comenius Univ, Dept Pharmaceut Chem, Bratislava 83232, Slovakia

[2] Univ Groningen, Zernike Inst Adv Mat, Dept Theoret Chem, NL-9747 AG Groningen, Netherlands

[3] Hemo Med Bratislava, Ctr Thrombosis & Hemostasis, Bratislava 85104, Slovakia

来源：

CHEMICAL PHYSICS LETTERS | 2014年 / 614卷

关键词：

DENSITY-FUNCTIONAL THEORY; GAS-PHASE ACIDITIES; PROTON AFFINITIES; CONANTOKIN-G; BINDING; PROTEIN; CALCIUM; ENERGY; DOMAIN; ION;

D O I：

10.1016/j.cplett.2014.09.042

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Density functional theory methods with the B3LYP and B97D functionals with triple-zeta 6-311++G(d,p) basis set have been used to study the acidity, basicity and metal affinity of L-gamma-carboxyglutamic acid (GLA) and its peptide derivative [2-acetylamino-3-(methylamino)-3-oxopropyllmalonic acid (AMD-GLA). The Gibbs interaction energies of the GLA(2-)center dot center dot center dot M2+ and AMD-GLA(2-)center dot center dot center dot M2+ (M = Mg, Ca, Zn) complexes show an increasing binding affinity in the order Ca2+ < Mg2+ < Zn2+ The transition metal Zn2+ is most effectively recognized by the dianions of GLA and AMD-GLA. Of the dianions studied the AMD-GLA dianion is the strongest Lewis base. Computations that include the effect of solvation showed that in water the relative stability of GLA(2-)center dot center dot center dot M2+ and AMD-GLA(2-)center dot center dot center dot M2+ ionic bonds is rapidly diminished. The computed interaction Gibbs energy in water is small and negative. (C) 2014 Elsevier B.V. All rights reserved.

引用

页码：214 / 219

页数：6