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Effect of Solvent Composition on Protonation Constants of Some Glycine Dipeptides

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Abstract

Stoichiometric protonation constants (log10 K 1 and log10 K 2) of some aliphatic dipeptides (Gly–Tyr, Gly–Phe, Gly–Val, Gly–Leu, Gly–Thr, Gly–Met and Gly–Pro) were determined potentiometrically in 20, 40, and 60 % (v/v) 1,4-dioxane–water and dimethyl sulfoxide–water mixtures at 25.0 (±0.1) °C with an ionic strength of 0.10 mol·L−1 sodium chloride. The protonation constants were calculated with the computer program PKAS and selection of the best fit chemical models is based on the statistical parameters. The effects of solvent composition on these protonation constants are discussed to determine the factors which control these processes. It has been observed that, while the correlation between log10 K 1 and log10 K 2 with the percentages of dimethyl sulfoxide in the dimethyl sulfoxide–water mixtures are not linear, these values linearly increase as the concentration of 1,4-dioxane increases in the solvent mixtures.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Ankara University, Ankara, Turkey

    Pınar Esra Erden, Nazife Aslan, Esin Canel & Esma Kiliç

  2. Department of Chemistry, Faculty of Gazi Education, Gazi University, Ankara, Turkey

    Alev Doğan

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  1. Pınar Esra Erden
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  2. Nazife Aslan
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  3. Alev Doğan
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  4. Esin Canel
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  5. Esma Kiliç
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Correspondence to Pınar Esra Erden.

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Erden, P.E., Aslan, N., Doğan, A. et al. Effect of Solvent Composition on Protonation Constants of Some Glycine Dipeptides. J Solution Chem 43, 1156–1166 (2014). https://doi.org/10.1007/s10953-014-0191-2

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  • DOI: https://doi.org/10.1007/s10953-014-0191-2

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