Noncovalent complexes of tetramethylammonium with chlorine anion and 2,5-dihydroxybenzoic acid as models of the interaction of quaternary ammonium biologically active compounds with their molecular targets

A theoretical study

Vlada Pashynska, Marina Kosevich, Stepan Stepanian, Ludwik Adamowicz

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

A theoretical study of the interaction of tetramethylammonium cation with chlorine anion and 2,5-dihydroxybenzoic acid modeling a carboxylic group and an aromatic ring of side radicals of proteins has been performed by the DFT/B3LYP/6-31++G** and MP2/6-31++G** theoretical methods. To evaluate how the solvation affects the interaction, the Polarizable Continuum Models method has been employed. The calculated interaction energies of the noncovalent complexes were compared with the experimental data describing the stability of some noncovalent complexes of a dication of bisquaternary ammonium salt decamethoximun with Cl- and 2,5-dihydroxybenzoic acid obtained with the mass-spectrometric technique.

Original languageEnglish (US)
Pages (from-to)55-62
Number of pages8
JournalJournal of Molecular Structure: THEOCHEM
Volume815
Issue number1-3
DOIs
StatePublished - Aug 1 2007

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Chlorine
Ammonium Compounds
Anions
chlorine
Theoretical Models
Negative ions
anions
acids
Acids
Solvation
Discrete Fourier transforms
Cations
Salts
Positive ions
interactions
Proteins
solvation
continuums
salts
proteins

Keywords

  • 2,5-Dihydroxybenzoic acid
  • Ab initio
  • Bisquaternary ammonium agent decamethoxinum
  • Chlorine anion
  • DFT/B3LYP/6-31++G
  • Mass spectrometry
  • MP2/6-31++G
  • Noncovalent complexes
  • Tetramethylammonium

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Computational Theory and Mathematics
  • Atomic and Molecular Physics, and Optics

Cite this

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title = "Noncovalent complexes of tetramethylammonium with chlorine anion and 2,5-dihydroxybenzoic acid as models of the interaction of quaternary ammonium biologically active compounds with their molecular targets: A theoretical study",
abstract = "A theoretical study of the interaction of tetramethylammonium cation with chlorine anion and 2,5-dihydroxybenzoic acid modeling a carboxylic group and an aromatic ring of side radicals of proteins has been performed by the DFT/B3LYP/6-31++G** and MP2/6-31++G** theoretical methods. To evaluate how the solvation affects the interaction, the Polarizable Continuum Models method has been employed. The calculated interaction energies of the noncovalent complexes were compared with the experimental data describing the stability of some noncovalent complexes of a dication of bisquaternary ammonium salt decamethoximun with Cl- and 2,5-dihydroxybenzoic acid obtained with the mass-spectrometric technique.",
keywords = "2,5-Dihydroxybenzoic acid, Ab initio, Bisquaternary ammonium agent decamethoxinum, Chlorine anion, DFT/B3LYP/6-31++G, Mass spectrometry, MP2/6-31++G, Noncovalent complexes, Tetramethylammonium",
author = "Vlada Pashynska and Marina Kosevich and Stepan Stepanian and Ludwik Adamowicz",
year = "2007",
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TY - JOUR

T1 - Noncovalent complexes of tetramethylammonium with chlorine anion and 2,5-dihydroxybenzoic acid as models of the interaction of quaternary ammonium biologically active compounds with their molecular targets

T2 - A theoretical study

AU - Pashynska, Vlada

AU - Kosevich, Marina

AU - Stepanian, Stepan

AU - Adamowicz, Ludwik

PY - 2007/8/1

Y1 - 2007/8/1

N2 - A theoretical study of the interaction of tetramethylammonium cation with chlorine anion and 2,5-dihydroxybenzoic acid modeling a carboxylic group and an aromatic ring of side radicals of proteins has been performed by the DFT/B3LYP/6-31++G** and MP2/6-31++G** theoretical methods. To evaluate how the solvation affects the interaction, the Polarizable Continuum Models method has been employed. The calculated interaction energies of the noncovalent complexes were compared with the experimental data describing the stability of some noncovalent complexes of a dication of bisquaternary ammonium salt decamethoximun with Cl- and 2,5-dihydroxybenzoic acid obtained with the mass-spectrometric technique.

AB - A theoretical study of the interaction of tetramethylammonium cation with chlorine anion and 2,5-dihydroxybenzoic acid modeling a carboxylic group and an aromatic ring of side radicals of proteins has been performed by the DFT/B3LYP/6-31++G** and MP2/6-31++G** theoretical methods. To evaluate how the solvation affects the interaction, the Polarizable Continuum Models method has been employed. The calculated interaction energies of the noncovalent complexes were compared with the experimental data describing the stability of some noncovalent complexes of a dication of bisquaternary ammonium salt decamethoximun with Cl- and 2,5-dihydroxybenzoic acid obtained with the mass-spectrometric technique.

KW - 2,5-Dihydroxybenzoic acid

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KW - Bisquaternary ammonium agent decamethoxinum

KW - Chlorine anion

KW - DFT/B3LYP/6-31++G

KW - Mass spectrometry

KW - MP2/6-31++G

KW - Noncovalent complexes

KW - Tetramethylammonium

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U2 - 10.1016/j.theochem.2007.03.019

DO - 10.1016/j.theochem.2007.03.019

M3 - Article

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EP - 62

JO - Computational and Theoretical Chemistry

JF - Computational and Theoretical Chemistry

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