The ionization of the phenolic hydroxy-groups of tyrosines in peptides and proteins in alkaline solutions produces appreciable shifts of the Cχ, Cε, and Cγ(1) carbon-13 nuclear magnetic resonances, from which the apparent pK values of tyrosine residues can be obtained.
R. S. Norton and J. H. Bradbury, J. Chem. Soc., Chem. Commun., 1974, 870b DOI: 10.1039/C3974000870B
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