(+/-)-trans-2-(Aminomethyl)cyclobutanecarboxylic acid hydrochloride: a rigid analogue of gamma-aminobutyric acid.
The (+/-) title compound was prepared to evaluate prior observations that certain gamma-aminobutyric acid (gamma Abu) congeners in the transoid disposition demonstrate gamma Abu receptor binding activity. It was prepared by a multistep sequence from (+/-)-methyl trans-2-(hydroxymethyl)cyclobutanecarboxylate. In a sodium-independent binding assay, the specific binding of (+/-)-1 to synaptic membranes from rat brain tissue was 1/14 500 that of gamma Abu.
D000818:Animals; D001665:Binding Sites; D001667:Binding, Competitive; D003503:Cyclobutanes / Q000138:chemical synthesis* / Q000378:metabolism; D066298:In Vitro Techniques; D051381:Rats; D013570:Synaptic Membranes / Q000378:metabolism; D005680:gamma-Aminobutyric Acid / Q000378:metabolism*
D003503:Cyclobutanes; D005680:gamma-Aminobutyric Acid; C026897:2-(aminomethyl)cyclobutanecarboxylic acid