Synthesis and Antibacterial Activities of Theanine-containing Oligopeptides

概要

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Theanine, an antimetabolite of L-glutamic acid, is a weak antibacterial agent. In the hope of obtaining theanine derivatives which have more potent biological activities, a series of theanyl-L-alanine oligopeptides, H-Tea-L-Ala_n-OH (n=1,2,3), and several derivatives of these peptides with blocking groups at the amono-and/or carboxyl-termini were prepared, and their antibacterial and anti-glutamic decarboxylase activities were examined. Theanyl-L-alanine and theanyl-L-alanyl-L-alanine inhibited the growth of Staphylococcus aureus and Escherichia coli most strongly, the percent inhibitions being 2 to 23 times higher against S. aureus or 3 to 4 times higher against E. coli than those of theanine. Structural modifications at the end groups of the peptides, especially N-acylation, caused marked reductions in the antibacterial activities. None of the theanine and theanyl-L-alanine oligopeptides possessed any significant ability to inhibit bacterial glutamic decarboxylase even at a concentration of 50 μmol/ml.
公益社団法人日本薬学会の論文
1980-12-25