Diastereoisomeric 4-substituted acidic amino acids in ferns |
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Authors: | Lene Kaa Meier Hilmer S∅rensen |
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Affiliation: | Chemistry Department, Royal Veterinary and Agricultural University, Thorvaldsensvej 40, DK-1871 Copenhagen, Denmark |
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Abstract: | Diastereoisomeric 4-substituted acidic amino acids occur in characteristic associations in the green parts of some species of the Filicinae. Subspecies of Phyllitis scolopendrium accumulate 2(S),4(R)-4-methylglutamic acid, 2(S)-4-methyleneglutamic acid and the two diastereoisomers of 2(S)-4-hydroxy-4-methylglutamic acid, the last two occurring at relative concentrations of 3: 1. All Asplenium species investigated were distinctive in accumulating 2(S),4(R)-4-methylglutamic acid, the two diastereoisomers of 2(S)-4-hydroxy-4-methylglutamic acid, and the two diastereoisomers of 2(S)-4-hydroxy-2-aminopimelic acid in a characteristic concentration ratio. Some Polystichum species do not accumulate 4-substituted acidic amino acids whereas others accumulate both diastereoisomers of 2(S)-4-hydroxy-4-methylglutamic acid and 'of 2(S)-4-hydroxy-2-aminopimelic acid, and thus resemble Asplenium species. The seasonal variation in the concentration of 4-substituted acidic amino acids in the green parts of Phyllitis, Asplenium and Polystichum species has also been determined. |
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Keywords: | Aspidiaceae Aspleniaceae non-protein amino acids diastereoisomers of acidic amino acids stereochemistry chemotaxonomy. |
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