Oxidation of N-alkyl and C-alkylputrescines by diamine oxidases.
N-Methyl-, N-ethyl-, N-propyl- and N-butylputrescine were assayed as substrates of diamine oxidase from pea seedling and pig kidney. With the exception of N-methylputrescine they were found to be oxidized to the corresponding aminoaldehydes. 1-Methyl-, 2-methyl-, 1-ethyl- and 1-propylputrescine were oxidized by the oxidases at lower rates than the N-alkylderivatives. 1,3-Dimethylputrescine had negligible oxidation rates while 1,4-dimethylputrescine (2,5-diaminohexane) was not a substrate. The oxidation of putrescine by the kidney oxidase was inhibited by 1,4-dimethylputrescine, while the pea oxidase was strongly inhibited by the former as well as by 2-methylputrescine and 1,3-dimethylputrescine. Serum amine oxidase did not oxidize the substituted putrescines although several of the latter inhibited spermidine oxidation by this oxidase.
D000478:Alkylation; D006631:Amine Oxidase (Copper-Containing) / Q000378:metabolism*; D000818:Animals; D007668:Kidney / Q000201:enzymology; D007700:Kinetics; D010084:Oxidation-Reduction; D010944:Plants / Q000201:enzymology; D011700:Putrescine / Q000031:analogs & derivatives* / Q000378:metabolism; D013379:Substrate Specificity; D013552:Swine
D006631:Amine Oxidase (Copper-Containing); D011700:Putrescine