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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)

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Lacey, J.C. et al.

Hydrolytic properties of phenylalanyl- and N-acetylphenylalanyl adenylate anhydrides.

We have used a novel spectrophotometric method to study the hydrolysis of N-acetylphenylalanyl adenylate anhydride (AcPhe-AMP) and phenylalanyl-adenylate anhydride (Phe-AMP) at low concentrations (10(-5) M), 25 degrees C, constant buffer concentration (0.05 M), and as a function of pH. While Phe-AMP is susceptible principally to attack by OH-, with two different rates depending on whether the alpha-amino group of the amino acid is protonated or not, the AcPhe-AMP is susceptible to acid decomposition as well. At pH's 4-8, the Phe-AMP hydrolyzes faster than the AcPhe-AMP, but at pH less than 4 or pH greater than 8, the blocked form hydrolyzes faster. Both forms are also attacked by H2O, and at the same rate. Moreover, the hydrolysis of Phe-AMP is shown to be greatly catalyzed by carbonate, although the AcPhe-AMP is not subject to such catalysis. The rate laws for the various mechanisms and the activation energies for the hydrolyses at pH 7.1 are given.[1]

References

Hydrolytic properties of phenylalanyl- and N-acetylphenylalanyl adenylate anhydrides. Lacey, J.C., Senaratne, N., Mullins, D.W. Origins of life and evolution of the biosphere : the journal of the International Society for the Study of the Origin of Life. (1984) [Pubmed]

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