Mechanistic studies on diamine oxidase: oxidation of α, ω-diamines does not involve an enamine intermediate

SS Gavin, AM Equi, DJ Robins

Index: Gavin, Stephen S.; Equi, Angela M.; Robins, David J. Canadian Journal of Chemistry, 1994 , vol. 72, # 1 p. 31 - 34

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Citation Number: 6

Abstract

Three β, β, β', β'-2H4-labelled α, ω-diamines were synthesized and incubated with pea seedling diamine oxidase. The aminoaldehydes formed by oxidative deamination cyclized to the corresponding imines, which were trapped with benzoylacetic acid. In all three cases the acetophenone derivatives produced were shown by NMR and mass spectrometry to contain four deuterium atoms. The retention of all four deuterium atoms demonstrates that ...