Oxime formation between alpha-keto acids and L-canaline.
Canaline reacts rapidly with glyoxylate, but more slowly with other alpha-keto acids, to form stable oximes. Oxidation of L-canaline with L-amino acid oxidase yields the cyclic, internal oxime, isoxazoline-3-carboxylate. L-Canaline-alpha-keto acid oximes are also substrates of L-amino acid oxidase, yielding isoxazoline-3-carboxylate, alpha-keto acid, and ammonia.
D000594:Amino Acid Oxidoreductases; D000613:Aminobutyrates; D055598:Chemical Phenomena; D002621:Chemistry; D002854:Chromatography, Paper; D006863:Hydrogen-Ion Concentration; D007651:Keto Acids; D050830:L-Amino Acid Oxidase; D010084:Oxidation-Reduction; D010091:Oximes; D013056:Spectrophotometry, Ultraviolet; D013379:Substrate Specificity
D000613:Aminobutyrates; D007651:Keto Acids; D010091:Oximes; C001926:canaline; D000594:Amino Acid Oxidoreductases; D050830:L-Amino Acid Oxidase