Reactivity of Aliphatic Peptides toward Hydroxyl Radicals in Aqueous Solution
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Rate constants for the hydrogen abstraction reactions of hydroxyl radicals from aliphatic peptides and N-acetyl amino acids were determined by the p-nitrosodimethylaniline method in gamma-irradiated solutions. For peptides, enhancement of reactivity toward hydroxyl radicals was expected, because of disappearance of suppression by NH^+_3 group. The expectation was confirmed by the obtained rate constants. In order to estimate the partial rate constants for peptides, partial rate constants for the hydrogen abstraction reactions from amino acids were corrected by the factors calculated on the basis of effect of peptide bond formation. The rate constants of peptides and N-acetyl amino acids calculated from the corrected partial rate constants were in good agreement with the experimentally obtained ones. It is well known that reactivity of an aliphatic compound toward hydroxyl radicals increases with the increasing number of C-H bond in the molecule. In a previous paper, we reported that the rate constant for hydrogen abstraction reaction of hydroxyl radicals from an aliphatic amino acid molecule could be divided into partial rate constants which are assigned to each of C-H bonds of the amino acid molecule. It was also reported that the rate constants of aliphatic amino acids calculated from the estimated partial rate constants could be approximate enough to the observed ones.
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