Cyclic-imide-hydrolyzing activity of D-hydantoinase from Blastobacter sp. strain A17p-4

Appl Environ Microbiol. 1999 Apr;65(4):1459-62. doi: 10.1128/AEM.65.4.1459-1462.1999.

Abstract

The cyclic-imide-hydrolyzing activity of a prokaryotic cyclic-ureide-hydrolyzing enzyme, D-hydantoinase, was investigated. The enzyme hydrolyzed cyclic imides with bulky substituents such as 2-methylsuccinimide, 2-phenylsuccinimide, phthalimide, and 3,4-pyridine dicarboximide to the corresponding half-amides. However, simple cyclic imides without substituents, which are substrates of imidase (ie.g., succinimide, glutarimide, and sulfur-containing cyclic imides such as 2,4-thiazolidinedione and rhodanine), were not hydrolyzed. The combined catalytic actions of bacterial D-hydantoinase and imidase can cover the function of a single mammalian enzyme, dihydropyrimidinase. Prokaryotic D-hydantoinase also catalyzed the dehyrative cyclization of the half-amide phthalamidic acid to the corresponding cyclic imide, phthalimide. The reversible hydrolysis of cyclic imides shown by prokaryotic D-hydantoinase suggested that, in addition to pyrimidine metabolism, it may also function in cyclic-imide metabolism.

MeSH terms

  • Amidohydrolases / chemistry
  • Amidohydrolases / isolation & purification
  • Amidohydrolases / metabolism*
  • Amino Acid Sequence
  • Bacteria / enzymology*
  • Cations, Divalent / pharmacology
  • Chromatography, High Pressure Liquid
  • Enzyme Inhibitors / pharmacology
  • Hydrogen-Ion Concentration
  • Imides / metabolism*
  • Kinetics
  • Molecular Sequence Data
  • Molecular Weight
  • Rhizobiaceae / enzymology
  • Substrate Specificity
  • Temperature

Substances

  • Cations, Divalent
  • Enzyme Inhibitors
  • Imides
  • Amidohydrolases
  • dihydropyrimidinase