The isolation of l-pipecolinic acid from Trifolium repens

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Abstract
An unknown amino acid appearing on paper chromatograms of aqueous ethanol extracts of leaves of white clover (T. repens) was isolated by chromatographic methods using columns of cation-exchange resin and powdered cellulose. The amino acid was shown by analysis racemization and comparison with a synthetic prepn. to be pipecolinic acid (piperidine-2-carboxylic acid). The natural amino acid was optically active and had a levo rotation, but was presumed to be partially racemized. The behavior of pipecolinic acid on paper chromatograms is descr., and compared with that of nipecotinic acid. A limited survey was made of the occurrence of pipecolinic acid in plants.