Thermodynamic Study of Asparagine and Glycyl-Asparagine Using Computational Methods

被引：6
|
作者：
Kiani, Farhoush [1 ]
Behzadi, Hannaneh [1 ]
Koohyar, Fardad [1 ]
机构：
[1] Islamic Azad Univ, Ayatollah Amoli Branch, Fac Sci, Dept Chem, Amol, Iran
来源：
BRAZILIAN ARCHIVES OF BIOLOGY AND TECHNOLOGY | 2015年 / 58卷 / 03期
关键词：
Dissociation constant; DFT; Ab initio; atomic charge; asparagine; cation; DENSITY-FUNCTIONAL THEORY; AB-INITIO CALCULATIONS; PK(A) VALUES; CARBOXYLIC-ACIDS; AQUEOUS-SOLUTION; DISSOCIATION-CONSTANTS; PEPTIDE CONFORMATIONS; ORGANIC-ACIDS; MOLECULES; ENERGY;
D O I：
10.1590/S1516-8913201500424
中图分类号：
Q [生物科学];
学科分类号：
07 ; 0710 ; 09 ;
摘要：
This work aimed to develop an ab initio procedure for accurately calculating pK(a) values and applied it to study the acidity of asparagine and glycyl-asparagine. DFT methods with B3LYP composed by 6-31+G(d) basis set were applied for calculating the acidic dissociation constant of asparagine and glycyl-asparagine. The formation of intermolecular hydrogen bonds between the available species and water was analyzed using Tomasi's method. Results showed that in alkaline solutions, the cation, anion and neutral species of asparagine and glycyl-asparagine were solvated with one, two, three and four molecules of water, respectively. There was an excellent similarity between the experimentally attained pK(a) values and the theoretically ones in this work.
引用
收藏
页码：477 / 486
页数：10
相关论文
共 50 条
  • [1] Study of the Thermodynamic Properties and Protonation Constants of Glycyl-Asparagine in Different Aqueous Solutions of Methanol at Different Temperatures
    Ahmadi, Niloofar Soltani
    Kiani, Farhoush
    Shahidi, Ahmad
    Saraei, Azadeh G. Hasan
    [J]. LATIN AMERICAN JOURNAL OF PHARMACY, 2021, 40 (02): : 230 - 234
  • [2] Determination of the Protonation Constants and Study on Solvent Effect for Glycyl-asparagine in Different Aqueous Solutions of Methanol and at Constant Temperatures
    Ahmadi, Niloofar Soltani
    Kiani, Farhoush
    Shahidi, Ahmad
    Saraei, Azadeh G. Hasan
    [J]. LATIN AMERICAN JOURNAL OF PHARMACY, 2022, 41 (04): : 741 - 746
  • [3] SYSTEMATIC PLANNING METHOD FOR IMPROVEMENT OF MOLAR COEFFICIENTS OF EXTINGUISHMENT OF COPPER(II) COMPLEXES WITH GLYCYL-ASPARAGINE
    IGONINA, IV
    BORISOVA, AP
    [J]. ZAVODSKAYA LABORATORIYA, 1974, 40 (05): : 571 - 572
  • [4] CONFIGURATION OF THE PEPTIDE LINK AND OF ASPARAGINE IN GLYCYL-L-ASPARAGINE
    KATZ, L
    PASTERNAK, RA
    COREY, RB
    [J]. NATURE, 1952, 170 (4338) : 1066 - 1066
  • [5] Rational discovery of asparagine synthetase inhibitors using computational methods.
    Ding, Y
    Richards, NGJ
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2002, 223 : U465 - U465
  • [6] THE CRYSTAL STRUCTURE OF GLYCYL-L-ASPARAGINE
    PASTERNAK, RA
    KATZ, L
    COREY, RB
    [J]. ACTA CRYSTALLOGRAPHICA, 1954, 7 (03): : 225 - 236
  • [7] FLUOROMETRIC MEASUREMENT OF GLUTAMINE AND ASPARAGINE USING ENZYMIC METHODS
    NAHORSKI, SR
    [J]. ANALYTICAL BIOCHEMISTRY, 1971, 42 (01) : 136 - &
  • [8] The heats of stepwise glycyl-L-asparagine ionization in aqueous solutions
    Vasil'ev, VP
    Kochergina, LA
    Gorboletova, GG
    Popova, ON
    [J]. ZHURNAL FIZICHESKOI KHIMII, 1999, 73 (04): : 677 - 682
  • [9] Thermodynamic Properties of L-Asparagine Monohydrate
    Yu. A. Deiko
    D. Yu. Il’in
    A. I. Druzhinina
    N. M. Konstantinova
    N. S. Lukonina
    A. O. Dmitrienko
    K. A. Lysenko
    S. V. Tarazanov
    V. A. Luk’yanova
    [J]. Russian Journal of Physical Chemistry A, 2022, 96 : 1840 - 1848
  • [10] Thermodynamic Properties of L-Asparagine Monohydrate
    Deiko, Yu A.
    Il'in, D. Yu
    Druzhinina, A., I
    Konstantinova, N. M.
    Lukonina, N. S.
    Dmitrienko, A. O.
    Lysenko, K. A.
    Tarazanov, S., V
    Luk'yanova, V. A.
    [J]. RUSSIAN JOURNAL OF PHYSICAL CHEMISTRY A, 2022, 96 (09) : 1840 - 1848
12345