Oxidation of sarcosine and N-alkyl derivatives of glycine by D-amino-acid oxidase.
1. Sarcosine was oxidized by D-amino-acid oxidase (D-amino-acid: O2 oxidoreductase (deaminating), EC 1.4.3.3) to yield methylamine and glyoxylic acid. A seriies of N-alkyl glycines were also oxidized by this enzyme. 2. N-Acetyl- and N-Phenylglycine inhibited the oxidase by competing with the substrate, while N-methyl-N-acetylglycine did not bind to the enzyme. This suggests the requirement of at least one unsubstituted hydrogen atom at the amino group ofglycine for binding. 3. The primary step in the reaction was the release of a proton from the substrate, indicating the formation of a substituted imino acid, which was spontaneously hydrolyzed to glyoxylic acid acid and an amine.
D000818:Animals; D001665:Binding Sites; D003605:D-Amino-Acid Oxidase / Q000378:metabolism*; D005998:Glycine / Q000031:analogs & derivatives* / Q000378:metabolism; D006038:Glyoxylates; D007700:Kinetics; D008744:Methylamines; D010101:Oxygen Consumption; D011485:Protein Binding; D012521:Sarcosine / Q000378:metabolism*; D013552:Swine
D006038:Glyoxylates; D008744:Methylamines; D003605:D-Amino-Acid Oxidase; D005998:Glycine; D012521:Sarcosine