Author:
Allan RD,Johnston GAR,Twitchin B
Abstract
The syntheses are described
of (1R,3S)- and (1S,3R)-3-aminocyclohexanecarboxylic acids
via unsaturated intermediates suitable for tritium labelling.
The absolute stereochemistry was determined by an alternative synthesis
of the (1R,3S) isomer from (R)-3-oxocyclohexanecarboxylic acid. The (1S,3R)
isomer showed a similar potency to GABA as an inhibitor of the uptake of
radioactive GABA by rat brain slices whereas
the (1R,3S) isomer was at least 20 times less potent.
Cited by
26 articles.
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