Using the MMFF94 model to predict structures and energies for hydrogen-bonded urea-anion complexes

被引：12

作者：

Bryantsev, VS ^{[1
]}

Hay, BP ^{[1
]}

机构：

[1] Pacific NW Natl Lab, Div Chem Sci, Richland, WA 99354 USA

来源：

JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM | 2005年 / 725卷 / 1-3期

关键词：

MMFF94 force field; hydrogen bond complexes; anion; urea;

D O I：

10.1016/j.theochem.2005.03.039

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：

The performance of the MMFF94 model has been compared with density functional theory (B3LYP/DZVP2) in calculation of hydrogen-bonded complexes of urea with three differently shaped CI-, NO3-, and CIO4- anions. After modification of selected van der Waals parameters, good agreement between the two methods was obtained for geometric parameters and relative conformational energies. Absolute values of MMFF94 binding energies are underestimated, but application of a systematic correction yields binding energies that are within +/- 1 kcal/mol of B3LYP/DZVP2 values. (c) 2005 Elsevier B.V. All rights reserved.

引用

页码：177 / 182

页数：6

共 63 条

[1] Molecular basis of HIV-1 protease drug resistance: Structural analysis of mutant proteases complexed with cyclic urea inhibitors [J].

Ala, PJ ;

Huston, EE ;

Klabe, RM ;

McCabe, DD ;

Duke, JL ;

Rizzo, CJ ;

Korant, BD ;

DeLoskey, RJ ;

Lam, PYS ;

Hodge, CN ;

Chang, CH .

BIOCHEMISTRY, 1997, 36 (07) :1573-1580

[2] Synthesis of tweezer-type receptors for the recognition of anions:: observation of an additive effect of hydrogen bonds on nitrate binding [J].

Albrecht, M ;

Zauner, J ;

Burgert, R ;

Röttele, H ;

Fröhlich, R .

MATERIALS SCIENCE & ENGINEERING C-BIOMIMETIC AND SUPRAMOLECULAR SYSTEMS, 2001, 18 (1-2) :185-190

[3] New "cholapod" anionophores; high-affinity halide receptors derived from cholic acid [J].

Ayling, AJ ;

Pérez-Payán, MN ;

Davis, AP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (50) :12716-12717

[4] Tripodal ionophore with sulfate recognition properties for anion-selective electrodes [J].

Berrocal, MJ ;

Cruz, A ;

Badr, IHA ;

Bachas, LG .

ANALYTICAL CHEMISTRY, 2000, 72 (21) :5295-5299

[5] Metal-organic anion receptors: Arranging urea hydrogen-bond donors to encapsulate sulfate ions [J].

Bondy, CR ;

Gale, PA ;

Loeb, SJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (16) :5030-5031

[6] Conformational analysis and rotational barriers of alkyl- and phenyl-substituted urea derivatives [J].

Bryantsev, VS ;

Firman, TK ;

Hay, BP .

JOURNAL OF PHYSICAL CHEMISTRY A, 2005, 109 (05) :832-842

[7] Urea derivatives of calix[4]arene 1,3-alternate:: an anion receptor with profound negative allosteric effect [J].

Budka, J ;

Lhoták, P ;

Michlová, V ;

Stibor, I .

TETRAHEDRON LETTERS, 2001, 42 (08) :1583-1586

[8] Strong hydrogen bond-mediated complexation of H2PO4- by neutral bis-thiourea hosts [J].

Buhlmann, P ;

Nishizawa, S ;

Xiao, KP ;

Umezawa, Y .

TETRAHEDRON, 1997, 53 (05) :1647-1654

[9] DENSITY-FUNCTIONAL STUDY OF THE STRUCTURES AND NONLINEAR-OPTICAL PROPERTIES OF UREA [J].

DIXON, DA ;

MATSUZAWA, N .

JOURNAL OF PHYSICAL CHEMISTRY, 1994, 98 (15) :3967-3977

[10]

DRYFE RAW, 2004, CHEM COMMUN, P2716

← 1 2 3 4 5 6 7 →