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1‐Piperideine as an In Vivo Precursor of the γ‐Aminobutyric Acid Homologue 5‐Aminopentanoic Acid
Author(s) -
Callery Patrick S.,
Geelhaar Linda A.
Publication year - 1985
Publication title -
journal of neurochemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.75
H-Index - 229
eISSN - 1471-4159
pISSN - 0022-3042
DOI - 10.1111/j.1471-4159.1985.tb04085.x
Subject(s) - chemistry , in vivo , aminooxyacetic acid , aminobutyric acid , catabolism , biochemistry , stereochemistry , metabolism , biology , enzyme , receptor , microbiology and biotechnology
Intraperitoneal injection of the cyclic imine I‐piperideine in mice resulted in measurable quantities of 5‐aminopentanoic acid in brain. 5‐Aminopentanoic acid is a methylene homologue of γ‐aminobutyric acid (GABA) that is a weak GABA agonist. 5‐Aminopentanoic acid formed in the periphery was ruled out as the source of brain 5‐aminopentanoic acid based on the absence of detection in brain following injection of 100 mg/kg of 5‐aminopentanoic acid. Deuterium‐labeled I‐piperideine was prepared by exchange in deuterated phosphate buffer. Injection of [3,3‐ 2 H 2 ] 1‐piperideine yielded [2,2‐ 2 H 2 ]5‐aminopentanoic acid in brain. The results are consistent with uptake of 1‐piperideine into brain and oxidation of the precursor to 5‐aminopentanoic acid. Inhibition of GABA catabolism by pretreatment with aminooxyacetic acid increased brain concentrations of 5‐aminopentanoic acid formed from 1‐piperideine, suggesting that 5‐aminopentanoic acid is an in vivo substrate of 4‐aminobutyrate:2‐oxoglutarate aminotransferase.