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Prediction of Secondary Ionization of the Phosphate Group in Phosphotyrosine Peptides

Artykuł
Czasopismo : BIOPHYSICAL JOURNAL   Tom: 84, Zeszyt: 2, Strony: 750-756
2003 angielski
Identyfikatory
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Abstrakty ( angielski )
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A computational approach, based on a continuum molecular electrostatics model, for the calculation of the pK a values of secondary ionization of the phosphate group in phenyl phosphate derivatives is described. The method uses the ESP atomic charges of the mono-anionic and di-anionic forms of the ionizable phosphate group, computed with the use of the density functional method, and applies a new concept of the model group, being the reference state for the pK a calculations. Both conformational flexibility and tautomeric degrees of freedom are taken into account in the calculations. The method was parameterized using experimentally available pK a values of four derivatives of phenyl phosphates, and phosphotyrosine. Subsequently this parameterization was used to predict pK a of the phosphate group in a short peptide Gly-Gly-Tyr(P)-Ala, and in a longer peptide consisting of 12 residues, the latter in water, and in a complex with a protein—phospholipase. The agreement between the computed and the experimental pK a values is better than ±0.3 pH units for the optimized solute dielectric constant of 11–13. This approach is promising and its extension to other phospho-amino acids is in progress.
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