Synthesis of analogues of GABA. VI. Stereoisomers of <i>cis</i> -3-Aminocyclohexanecarboxylic acid

書誌事項

公開日
1981-10-01
権利情報
  • https://doi.org/10.1071/journalslicense
DOI
  • 10.1071/ch9812231
公開者
CSIRO Publishing

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説明

<jats:p>The syntheses are described of (1 R ,3 S )- and (1 S ,3 R )-3-aminocyclohexanecarboxylic acids via unsaturated intermediates suitable for tritium labelling. The absolute stereochemistry was determined by an alternative synthesis of the (1 R ,3 S ) isomer from (R)-3-oxocyclohexanecarboxylic acid. The (1 S ,3 R ) isomer showed a similar potency to GABA as an inhibitor of the uptake of radioactive GABA by rat brain slices whereas the (1 R ,3 S ) isomer was at least 20 times less potent.</jats:p>

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