Studies on analogues of succinic semialdehyde as substrates for succinate semialdehyde dehydrogenase from rat brain

J Neurochem. 1986 Jun;46(6):1895-8. doi: 10.1111/j.1471-4159.1986.tb08510.x.

Abstract

The methyl ester of succinic semialdehyde (SSA) was examined as a substrate for succinate semialdehyde dehydrogenase (SSADH) from rat brain. It was found that the ester can be oxidized by the enzyme. Values of Km for SSA-Me were higher than for those for SSA, and for this substrate the enzyme showed a substrate-dependent inhibition. This finding suggests that the carboxylate group of SSA is not essential in the process of inhibition of SSADH by the substrate. Cyclopropyl analogues of SSA, cis- and trans-1-formyl-cyclopropan-2-carboxylic acids, were also individually tested as substrates of SSADH. Only the trans isomer was found to be oxidized to the corresponding dicarboxylic acid; it inhibited the enzyme in the same range of concentrations as SSA. The above data suggest that, as for gamma-aminobutyric acid, SSA is present in an unfolded, transoid conformation at the active site of SSADH.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehyde Oxidoreductases / metabolism*
  • Animals
  • Brain / enzymology*
  • Cyclopropanes / metabolism
  • Isomerism
  • Kinetics
  • Rats
  • Succinate-Semialdehyde Dehydrogenase
  • gamma-Aminobutyric Acid / analogs & derivatives*
  • gamma-Aminobutyric Acid / metabolism

Substances

  • Cyclopropanes
  • 1-formylcyclopropane-2-carboxylic acid
  • gamma-Aminobutyric Acid
  • Aldehyde Oxidoreductases
  • Aldh5a1 protein, rat
  • Succinate-Semialdehyde Dehydrogenase
  • succinic semialdehyde