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

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

Full Text: HTML

Citation Number: 50

Abstract

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 ...

Related Articles:

Comparison of N-terminal modifications on neurotensin (8− 13) analogues correlates peptide stability but not binding affinity with in vivo efficacy

[Orwig, Kevin S.; Lassetter, McKensie R.; Hadden, M. Kyle; Dix, Thomas A. Journal of Medicinal Chemistry, 2009 , vol. 52, # 7 p. 1803 - 1813]

Agmatine, the bacterial amine, is widely distributed in mammalian tissues

[Weitzel; Renner; Guglielmi Hoppe-Seyler's Zeitschrift fuer physiologische Chemie, 1971 , vol. 352, # 12 p. 1617 - 1630]

More Articles...