Determination of aqueous acid-dissociation constants of aspartic acid using PCM/DFT method

被引：109

作者：

Sang-Aroon, Wichien ^{[1
]}

Ruangpornvisuti, Vithaya ^{[1
]}

机构：

[1] Chulalongkorn Univ, Fac Sci, Dept Chem, Supramol Chem Res Unit, Bangkok 10330, Thailand

来源：

INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY | 2008年 / 108卷 / 06期

关键词：

aspartic acid; zwitterionic species; acid dissociation constant; DFT; CPCM; IEFPCM; solvent effect;

D O I：

10.1002/qua.21569

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：

Determination of acid-dissociation constants, pK(a), of aspartic acid in aqueous solution, using density functional theory calculations combined with the conductor-like polarizable continuum model (CPCM) and with integral-equation-formalism polarizable continuum model (IEFPCM) based on the UAKS and UAHF radii, was carried out. The computed pKa values derived from the CPCM and IEFPCM with UAKS cavity model of bare structures of the B3LYP/6-31+G(d,p)-optimized tetrahydrated structures of aspartic acid species are mostly close to the experimental pKa values. (C) 2007 Wiley Periodicals, Inc.

引用

页码：1181 / 1188

页数：8

共 50 条

[21] DETERMINATION OF THE ACID DISSOCIATION-CONSTANTS IN ETHANOL WATER MIXTURES AND PARTITION-COEFFICIENTS FOR DICLOFENAC [J].

MAITANI, Y ;

NAKAGAKI, M ;

NAGAI, T .

INTERNATIONAL JOURNAL OF PHARMACEUTICS, 1991, 74 (2-3) :105-114

[22] Accurate Determination of Perfluorooctanoate Aqueous Solubility, Critical Micelle Concentration, and Acid Dissociation Constant [J].

Klevan, Craig ;

Caines, Seth ;

Gomes, Andre ;

Pennell, Kurt D. .

ENVIRONMENTAL SCIENCE & TECHNOLOGY LETTERS, 2024, 11 (12) :1398-1405

[23] Novel 1,4-naphthoquinone N-aroylthioureas: Syntheses, crystal structure, anion recognition properties, DFT studies and determination of acid dissociation constants [J].

Gemili, Muge ;

Nural, Yahya ;

Keles, Ergin ;

Aydiner, Burcu ;

Seferoglu, Nurgul ;

Sahin, Ertan ;

Sari, Hayati ;

Seferoglu, Zeynel .

JOURNAL OF MOLECULAR LIQUIDS, 2018, 269 :920-932

[24] AGE ESTIMATION USING A MODIFIED HPLC DETERMINATION OF RATIO OF ASPARTIC-ACID IN DENTIN [J].

FU, SJ ;

FAN, CC ;

SONG, HW ;

WEI, FQ .

FORENSIC SCIENCE INTERNATIONAL, 1995, 73 (01) :35-40

[25] Age determination of minke whales (Balaenoptera acutorostrata) using the aspartic acid racemization technique [J].

Olsen, E ;

Sunde, J .

SARSIA, 2002, 87 (01) :1-8

[26] Determination of Acid Dissociation Constants of Hydrochlorothiazide and Its Degradant through Measurement of the Effective Electrophoretic Mobilities in CZE [J].

Takayanagi, Toshio ;

Isoda, Masashi ;

Itoh, Daichi ;

Mizuguchi, Hitoshi .

BUNSEKI KAGAKU, 2017, 66 (07) :509-514

[27] Cyclization Effect on pKa of the Side Chain of Aspartic Acid in Dipeptides: A DFT Study [J].

Sargolzaei, Mohsen ;

Jorabchi, Majid Namayandeh .

LETTERS IN ORGANIC CHEMISTRY, 2020, 17 (05) :381-387

[28] The heat effects of dissociation of N,N-bis-(carboxymethyl)aspartic acid [J].

A. I. Lytkin ;

N. V. Chernyavskaya ;

I. A. Rumyantseva ;

T. D. Orlova ;

V. M. Nikol’skii .

Russian Journal of Physical Chemistry, 2006, 80 :491-495

[29] Interaction Between Some Monosaccharides and Aspartic Acid in Dilute Aqueous Solutions [J].

Galina A. Kulikova ;

Elena V. Parfenyuk .

Journal of Biological Physics, 2007, 33 :247-254

[30] Interaction between some monosaccharides and aspartic acid in dilute aqueous solutions [J].

Kulikova, Galina A. ;

Parfenyuk, Elena V. .

JOURNAL OF BIOLOGICAL PHYSICS, 2007, 33 (03) :247-254

← 1 2 3 4 5 →