Oxidation of beta-DL-thiaproline, a possible natural substrate of D-aminoacid oxidase

Ital J Biochem. 1981 Sep-Oct;30(5):355-66.

Abstract

Beta-DL-Thiaproline (thiazolidine 2-carboxylic acid) is a good substrate for hog kidney D-aminoacid oxidase. Unlike other known substrates, beta-thiaproline is better oxidized at neutral than at alkaline pH. At neutral pH beta-thiaproline is a better substrate than D-proline. Beta-DL-thiaproline is fully oxidized to delta 2 thiazoline 2-carboxylic acid, which in acidic medium is hydrolyzed to N-oxalylcysteamine. These results may support the suggestion that beta-thiaproline, arising in vivo from cysteamine and glyoxylate, can be a possible physiological substrate for D-aminoacid oxidase.

MeSH terms

  • Amino Acids, Sulfur
  • Animals
  • D-Amino-Acid Oxidase / metabolism*
  • Kidney / enzymology
  • Kinetics
  • Oxidation-Reduction
  • Oxygen Consumption
  • Proline / analogs & derivatives*
  • Stereoisomerism
  • Substrate Specificity
  • Swine
  • Thiazolidines

Substances

  • Amino Acids, Sulfur
  • Thiazolidines
  • thiazolidine-2-carboxylic acid
  • Proline
  • D-Amino-Acid Oxidase