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Protonation Constants of Uridine 5′-Monophosphate in Different Aqueous Solutions of Methanol

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Abstract

The protonation equilibria of uridine 5′-monophosphate disodium salt (UMP) was determined in binary solvent mixtures of water–methanol containing 0, 10, 15, 20, 25, 30, 35, 40, 45, and 50 % (v/v) methanol, using a combination of spectrophotometric and potentiometric methods at 25 °C and constant ionic strength (0.1 mol·dm−3 NaClO4). The protonation constants were analyzed using Kamlet, Abboud, and Taft parameters. A good linear correlation of the protonation constants (on the logarithmic scale) was obtained. Dual-parameter correlation of log10 K versus π* (dipolarity/polarizability) and α (hydrogen-bond donor acidity), as well as π* and β (hydrogen-bond acceptor basicity), gave good results in various aqueous solutions of methanol. Finally, the results are compared with CMP, a homolog of UMP, and are discussed in terms of the effect of the solvent on the protonation constants.

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Acknowledgments

Financial support by the Research Council of Islamic Azad University, Roudehen Branch is gratefully acknowledged.

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Authors and Affiliations

  1. Department of Chemistry, Roudehen Branch, Islamic Azad University, Roudehen, Iran

    Farahnaz Soleimani

  2. Department of Chemistry, Shahid Beheshti University, G. C., Evin, Tehran, Iran

    Farrokh Gharib

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  1. Farahnaz Soleimani
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  2. Farrokh Gharib
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Correspondence to Farrokh Gharib.

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Soleimani, F., Gharib, F. Protonation Constants of Uridine 5′-Monophosphate in Different Aqueous Solutions of Methanol. J Solution Chem 43, 763–773 (2014). https://doi.org/10.1007/s10953-014-0161-8

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  • DOI: https://doi.org/10.1007/s10953-014-0161-8

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