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Are carboxyl groups the most acidic sites in amino acids? Gas-phase acidities, photoelectron spectra, and computations on tyrosine, p-hydroxybenzoic acid, and their …

…, XB Wang, LS Wang, SR Kass

文献索引:Tian, Zhixin; Lis, Lev; Kass, Steven R. Journal of the American Chemical Society, 2008 , vol. 130, # 1 p. 8 - 9

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被引用次数: 50

摘要

Deprotonation of tyrosine in the gas phase was found to occur preferentially at the phenolic site, and the conjugate base consists of a 70: 30 mixture of phenoxide and carboxylate anions at equilibrium. This result was established by developing a chemical probe for differentiating these two isomers, and the presence of both ions was confirmed by photoelectron spectroscopy. Equilibrium acidity measurements on tyrosine indicated that ...