An empirical model for gas phase acidity and basicity estimation

H. You, G. E. Kim, C. H. Na, S. Lee, C. J. Lee, K. H. Cho, Y. Akiyama, T. Ishida, K. T. No

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

Gas phase acidity and basicity estimation models have been developed for acidic and basic functional groups of amino acid side-chains and also for a number of small organic molecules. The acidic functional groups include aliphatic and aromatic alcohol, and aliphatic and aromatic carboxylic acid, and the basic functional groups include aliphatic, aromatic and hetero-aromatic amines, and also pyridino-, pyrazolo- and imidazolo-groupings. The models are described in terms of a linear combination of descriptors that highly influence reactivity at the reaction centres of the functional groups. In order to describe the chemical environments of the deprotonating and protonating sites, atomic descriptors such as the effective atomic electronegativity and effective atomic polarizability of the atoms in the reaction field and the electrostatic potentials at the reaction sites have been introduced. The coefficient of determination (r2) of each model is above 0.8, apart from the imidazole model. The models are readily applicable, ranging from simple organic molecules to proteins.

Original languageEnglish
Pages (from-to)91-115
Number of pages25
JournalSAR and QSAR in Environmental Research
Volume25
Issue number2
DOIs
Publication statusPublished - 2014 Feb

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Alkalinity
Carboxylic Acids
Static Electricity
Acidity
Amines
Gases
Functional groups
Alcohols
Amino Acids
Proteins
Carboxylic acids
Electronegativity
Molecules
Amino acids
Electrostatics
imidazole
Atoms

All Science Journal Classification (ASJC) codes

  • Bioengineering
  • Molecular Medicine
  • Drug Discovery

Cite this

You, H. ; Kim, G. E. ; Na, C. H. ; Lee, S. ; Lee, C. J. ; Cho, K. H. ; Akiyama, Y. ; Ishida, T. ; No, K. T. / An empirical model for gas phase acidity and basicity estimation. In: SAR and QSAR in Environmental Research. 2014 ; Vol. 25, No. 2. pp. 91-115.
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You, H, Kim, GE, Na, CH, Lee, S, Lee, CJ, Cho, KH, Akiyama, Y, Ishida, T & No, KT 2014, 'An empirical model for gas phase acidity and basicity estimation', SAR and QSAR in Environmental Research, vol. 25, no. 2, pp. 91-115. https://doi.org/10.1080/1062936X.2013.864997

An empirical model for gas phase acidity and basicity estimation. / You, H.; Kim, G. E.; Na, C. H.; Lee, S.; Lee, C. J.; Cho, K. H.; Akiyama, Y.; Ishida, T.; No, K. T.

In: SAR and QSAR in Environmental Research, Vol. 25, No. 2, 02.2014, p. 91-115.

Research output: Contribution to journalArticle

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