アデニン-銅触媒によるノルアドレナリンの酸化反応機構〔レダクトン類の生理的機能に関する研究-18-〕

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In order to elucidate the catalytic activity of nucleic acid components on the oxidation of aromatic reductones with Cu2+, we attempted kinetic analyses of the adenine-Cu2+-catalyzed oxidation of noradrenaline, for adenine had the most remarkable stimulative potentiality among the nucleic acid components examined. 1. For the stimulative effect of adenine on the oxidation of ;noradrenaline with Cu2+, the removal of dissolved oxygen by N2 gas was initially ineffective, and then supressed the oxidation by the prolonged reaction. 2. The oxidative reaction at initial stage through N2 gas represented a typical Michaelis-Menten type behavior. It was clear that noradrenaline was oxidized by the sequential type mechanism of the random ordered system in which adenine and noradrenaline could bind to Cu2+ both independently and in any other order, resulting in the formation of a mixed ligand complex. Two pathways were possible to conform the mixed complex, as shown in the text. The predominant one could be deduced from the equilibrium constants experimentally determined. In that pathway, noradrenaline first combined with Cu2+, then followed by adenine. 2, 2'-Bipyrydine, which is known to form a similar complex with o-diphenol and Cu2+, never accelerating but supressing the oxidation of noradrenaline indicates that the catalytic activity of nucleic acid components depend on their different properties from 2, 2'-bipyrydine.
社団法人日本農芸化学会の論文