Abstract

Identification of the Aminoaldehydes Produced by the Oxidation of Spermine and Spermidine with Purified Plasma Amine Oxidase

Highlights

  • Previous work with various amines demonstrated the formation of ammonia, hydrogen peroxide, and aldehydes during the oxidation [1, 2]

  • No ammonia was formed in comparable controls without spermine. In another experiment under comparable conditions, 9.4 rmoles of aldehyde groups were detect.ed by the NaBH4 procedure; these aldehyde groups were relatively unst,able as the values decreased on further incubation at 30”

  • The infrared spectrumof the isolatedmaterial in CHC& was demonstratedthat aldehydeswereproducedduring the oxidation identical with that of the synthetic compound(Fig. 2)

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Summary

Introduction

Previous work with various amines demonstrated the formation of ammonia, hydrogen peroxide, and aldehydes during the oxidation [1, 2]. Benzaldehyde was identified as the aldehyde formed when benzylamine was the substrate [2], in the case of spermidine and spermine insufficient data were available to indicate whether the oxidation occurred at the primary or secondary nitrogen and to identify the nature of the aldehydes formed [2, 7]. In the work presented in this paper, we have shown that the plasma amine oxidase activity is different from that of the bacterial enzyme, and oxidizes spermine and spermidine only at terminal -CH2NH2 groups with the formation of the corresponding aldehydes. The oxidation of spermine and spermidine may be represented by the following equations

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