Stereospecificity of 2,4-diaminobutyric acid with respect to inhibition of 4-aminobutyric acid uptake and binding

Br J Pharmacol. 1977 Jan;59(1):218-9. doi: 10.1111/j.1476-5381.1977.tb06998.x.

Abstract

S(+)-2,4-Diaminobutyric acid is at least 20 times more potent than the R(-) stereoisomer as an inhibitor of the sodium-dependent uptake of 4-aminobutyric acid (GABA) in rat brain slices. Both isomers, however, are equipotent as inhibitors of sodium-independent binding of GABA to membranes from rat brain. The latter finding may be relevant to the reported neurotoxicity in rats of both isomers of 2,4-diaminobutyric acid after intracisternal injection.

MeSH terms

  • Aminobutyrates / metabolism*
  • Aminobutyrates / pharmacology*
  • Animals
  • Biological Transport
  • Brain / drug effects
  • Brain / metabolism*
  • In Vitro Techniques
  • Rats
  • Stereoisomerism
  • Structure-Activity Relationship
  • gamma-Aminobutyric Acid / metabolism*

Substances

  • Aminobutyrates
  • gamma-Aminobutyric Acid